Used Toyota Highlander for Sale in Oshkosh, WI
Shop for a versatile Toyota Highlander in the Airshow Capital of the Wisconsin
Skip to Filters
635 listings
- $34,050great price$2,907 below market
- 46,006 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Wesley Chapel, FL / 1,145 miles away from Oshkosh, 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: 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: 5TDKDRAH9PS038100
Stock: M038100T
Certified Pre-Owned: No - Price Drop$30,995great price$3,596 below market
- 45,340 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Russ Darrow Kia Waukesha (70 mi away)
Close
Located in Waukesha, WI / 70 miles away from Oshkosh, WI
2021 Toyota Highlander XLE 3.5L V6 DOHC Silver AWD2ND ROW CAPTAIN SEATS, ANDROID AUTO & APPLE CARPLAY, AWD, BACK UP CAMERA, FORWARD COLLISION-AVOIDANC...
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: 5TDGZRBH6MS094951
Stock: WK25533A
Certified Pre-Owned: No
Listed since: 03-29-2025 - New Listing$38,990great price$3,674 below market
- 33,579 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 131 miles away from Oshkosh, 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: 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: 5TDKDRAH1RS532518
Stock: 2003602020
Certified Pre-Owned: No
Listed since: 04-04-2025 - New Listing$38,590great price$4,024 below market
- 25,262 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Salt Lake City, UT / 1,205 miles away from Oshkosh, 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: 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: 5TDKDRAH6RS534667
Stock: 2003425667
Certified Pre-Owned: No
Listed since: 01-28-2025 - $39,590great price$4,093 below market
- 27,344 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Sacramento, CA / 1,738 miles away from Oshkosh, 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: 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: 5TDKDRBH8RS536354
Stock: 2003514667
Certified Pre-Owned: No
Listed since: 03-04-2025 - New Listing$38,995great price$3,483 below market
- 7,151 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Hesser Toyota (91 mi away)
Close
Located in Janesville, WI / 91 miles away from Oshkosh, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2RS565056
Stock: A4466A
Certified Pre-Owned: Yes
Listed since: 05-30-2025 - Price Drop$33,889great price$2,425 below market
- 66,449 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Clovis, CA / 1,701 miles away from Oshkosh, WI
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist,Remote Start,Satellite Radio,Sunroof / Moon...
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: 5TDKDRBH7PS016191
Stock: PS016191PR
Certified Pre-Owned: No - New Listing$38,590great price$3,455 below market
- 29,929 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 131 miles away from Oshkosh, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9RS538275
Stock: 2003582914
Certified Pre-Owned: No
Listed since: 03-17-2025 - New Listing$5,995great price$1,419 below market
- 112,000 miles
- No accidents, 2 owners, personal use only
- 5 Seats, 19 City / 25 Hwy MPG
- New To You Auto (72 mi away)
Close
Located in Waukesha, WI / 72 miles away from Oshkosh, 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 (19 City/25 Highway)
Listing Information:
VIN: JTEGD21A330052437
Stock: 052437
Certified Pre-Owned: No
Listed since: 05-08-2025 - Price Drop$23,195great price$2,224 below market
- 128,387 miles
- 1 accident, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in North Brunswick, NJ / 760 miles away from Oshkosh, WI
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Remote Start,Satell...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH1MS070221
Stock: SS044301A
Certified Pre-Owned: No - $9,977great price$2,168 below market
- 170,516 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Reliable Automobile Sales, Inc. (82 mi away)
Close
Located in Sturgeon Bay, WI / 82 miles away from Oshkosh, WI
***LOCAL TRADE IN HERE***FRESH MICHELIN TIRES***V6***3RD ROW SEATING***BACK UP CAM***SNOW MODE***PERFECT BUDGET SUV*** ***Fresh Oil Change***, ***Full...
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: 5TDZK3EH5DS095336
Stock: 095336
Certified Pre-Owned: No
Listed since: 05-26-2025 - New Listing$41,590great price$3,390 below market
- 17,947 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Richmond, VA / 720 miles away from Oshkosh, 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: 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: 5TDKDRBHXRS548585
Stock: 2003525942
Certified Pre-Owned: No
Listed since: 03-26-2025 - Price Drop$7,495great price$1,113 below market
- 121,213 miles
- No accidents, 3 owners, corporate fleet vehicle
- 7 Seats, 16 City / 22 Hwy MPG
- Southside Auto Mart (80 mi away)
Close
Located in Cudahy, WI / 80 miles away from Oshkosh, WI
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:
19 Combined MPG (16 City/22 Highway)
Listing Information:
VIN: JTEEP21A260159742
Stock: 2135
Certified Pre-Owned: No
Listed since: 02-01-2025 - Price Drop$30,994great price$2,613 below market
- 27,971 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- LeadCar Toyota Wausau (88 mi away)
Close
Located in Wausau, WI / 88 miles away from Oshkosh, WI
This 2023 Toyota Highlander LE would be a welcomed addition to your family/business. Wind Chill Pearl Safety and Security With this system the driver'...
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: 5TDKDRAH3PS504717
Stock: 9993A
Certified Pre-Owned: No
Listed since: 03-12-2025 - Price Drop$19,995great price$3,079 below market
- 88,837 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Goben Cars West (78 mi away)
Close
Located in Middleton, WI / 78 miles away from Oshkosh, WI
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: 5TDZZRFH6KS336976
Stock: 22508
Certified Pre-Owned: No
Listed since: 07-13-2024 - $27,871great price$2,652 below market
- 83,750 miles
- 1 accident, 4 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Billings, MT / 986 miles away from Oshkosh, WI
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Remote Start,Satell...
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: 5TDGZRBH8MS074409
Stock: 53105
Certified Pre-Owned: No - New Listing$38,590great price$3,001 below market
- 34,147 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Chicago, IL / 131 miles away from Oshkosh, 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: 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: 5TDKDRAH1RS535774
Stock: 2003511744
Certified Pre-Owned: No
Listed since: 02-25-2025 - New Listing$15,203great price$1,821 below market
- 167,020 miles
- No accidents, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Russ Darrow Mitsubishi (70 mi away)
Close
Located in Waukesha, WI / 70 miles away from Oshkosh, 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: 5TDJZRFH1HS384925
Stock: WMJK5113A
Certified Pre-Owned: No
Listed since: 05-31-2025 - New Listing$38,590great price$3,973 below market
- 25,651 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Phoenix, AZ / 1,450 miles away from Oshkosh, 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: 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: 5TDKDRAH0RS533000
Stock: 2003548517
Certified Pre-Owned: No
Listed since: 03-03-2025 - $39,888great price$3,277 below market
- 21,437 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Freehold, NJ / 775 miles away from Oshkosh, WI
CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Lane...
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: 5TDKDRBH6RS559597
Stock: FTP7173
Certified Pre-Owned: No - New Listing$32,998great price$2,451 below market
- 70,840 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Medford, OR / 1,716 miles away from Oshkosh, WI
Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Navigatio...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH9MS061786
Stock: 61786A
Certified Pre-Owned: No
Showing 85 - 105 out of 635 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.