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2,311 listings
- Price Drop$31,498fair price$587 above market
- 87,969 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Reidsville Nissan (34 mi away)
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Located in Reidsville, NC / 34 miles away from Winston Salem, NC
CARFAX One-Owner. Blue 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC Fully Detailed, AWD.20/27 City/Highway MPGAwards: * ALG Res...
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: 5TDHZRBH6MS064689
Stock: R13396
Certified Pre-Owned: No
Listed since: 05-13-2025 - $37,917fair price$184 below market
- 61,424 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Sanford Imports (72 mi away)
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Located in Sandford, NC / 72 miles away from Winston Salem, NC
Recent Arrival! Priced below KBB Fair Purchase Price!2021 Toyota Highlander Platinum Midnight Black Metallic Carfax Accident Free, Leather Seats, Nav...
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: 5TDFZRBH2MS085191
Stock: 7006017
Certified Pre-Owned: No
Listed since: 05-22-2025 - Price Drop$32,990fair price$857 above market
- 38,098 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana - Richmond (180 mi away)
- Home delivery*
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Located in Richmond, VA / 180 miles away from Winston Salem, NC
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: 5TDJZRFH6KS598509
Stock: 2003713430
Certified Pre-Owned: No
Listed since: 05-20-2025 - $18,795fair price$210 below market
- 153,237 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Olympia Pre-Owned Auto (92 mi away)
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Located in Raleigh, NC / 92 miles away from Winston Salem, NC
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH8MS044441
Stock: 044441
Certified Pre-Owned: No - $41,998fair price$336 below market
- 38,353 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax South Boulevard (78 mi away)
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Located in Pineville, NC / 78 miles away from Winston Salem, NC
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: 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: 5TDFZRBH9MS123435
Stock: 27446133
Certified Pre-Owned: No - Price Drop$25,542fair price$419 above market
- 96,855 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Apple Tree Honda (137 mi away)
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Located in Fletcher, NC / 137 miles away from Winston Salem, NC
This vehicle is a 2019 Toyota Highlander XLE with a predawn gray mica exterior and an ash interior. It has a 3.5 liter 6 cylinder engine with fuel inj...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH9KS554623
Stock: H251056A
Certified Pre-Owned: No
Listed since: 05-20-2025 - $30,998fair price$916 above market
- 51,289 miles
- No accidents, 3 owners, personal use
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax Bristol (117 mi away)
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Located in Bristol, TN / 117 miles away from Winston Salem, NC
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH4KS561124
Stock: 26641098
Certified Pre-Owned: No - New Listing$29,987fair price$352 above market
- 121,765 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Myrtle Beach Chrysler Jeep (182 mi away)
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Located in Myrtle Beach, SC / 182 miles away from Winston Salem, NC
2021 Toyota Highlander XSE Clean CARFAX. CARFAX One-Owner.Myrtle Beach Chrysler Jeep will take the time to get to know what you want and work with 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDJZRBH4MS106665
Stock: S1528A
Certified Pre-Owned: No
Listed since: 05-26-2025 - 79,746 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- CMA's Honda of Lynchburg (105 mi away)
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Located in Lynchburg, VA / 105 miles away from Winston Salem, NC
Thank you for choosing CMA's Honda of Lynchburg, this Blizzard Pearl 2019 Toyota Highlander Limited is a great choice! Check out the following:No Acci...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDYZRFH7KS328476
Stock: 16978A
Certified Pre-Owned: No
Listed since: 04-23-2025- New Listing$39,998fair price$430 above market
- 42,719 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Midlothian (174 mi away)
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Located in Midlothian, VA / 174 miles away from Winston Salem, NC
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: 5TDFZRBH2MS099916
Stock: 27094145
Certified Pre-Owned: No - $35,795fair price$221 above market
- 40,776 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Astorg Pre-Owned Plaza (175 mi away)
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Located in Charleston, WV / 175 miles away from Winston Salem, NC
2021 Toyota Highlander XLE Blue AWD, 18 Machined Alloy Wheels, 6 Speakers, Apple CarPlay/Android Auto, Auto High-beam Headlights, Auto-dimming Rear-Vi...
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: 5TDHZRBH3MS537688
Stock: L7862A
Certified Pre-Owned: No
Listed since: 04-07-2025 - Price Drop$20,998fair price$172 above market
- 150,889 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Midlands Toyota (143 mi away)
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Located in Columbia, SC / 143 miles away from Winston Salem, NC
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH0KS318927
Stock: TKS318927
Certified Pre-Owned: No
Listed since: 05-09-2025 - 142,336 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Keffer Volkswagen (60 mi away)
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Located in Huntersville, NC / 60 miles away from Winston Salem, NC
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH4KS326092
Stock: V25145B
Certified Pre-Owned: No
Listed since: 04-17-2025- Price Drop$36,999fair price$375 above market
- 22,611 miles
- 2 accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Capital Subaru of Greensboro (26 mi away)
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Located in Greensboro, NC / 26 miles away from Winston Salem, NC
Capital Subaru of Greensboro is proud to present you with another True Market Priced Pre-Owned Vehicle. This 2021 Toyota Highlander XLE is loaded with...
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: 5TDGZRBH3MS094809
Stock: 28PN0501
Certified Pre-Owned: No
Listed since: 05-13-2025 - $33,233fair price$765 above market
- 49,269 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Mike Johnsons Hickory Toyota (67 mi away)
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Located in Hickory, NC / 67 miles away from Winston Salem, NC
2021 Toyota Highlander XLE FWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! Odometer is 31762 miles below market average! 21/29 City/Highway MPG*LIFE...
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/29 Highway)
Listing Information:
VIN: 5TDGZRAH8MS534007
Stock: P14870
Certified Pre-Owned: No
Listed since: 05-23-2025 - Price Drop$33,597fair price$41 above market
- 60,090 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Toyota of Rock Hill (90 mi away)
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Located in Rock Hill, SC / 90 miles away from Winston Salem, NC
RECENT ARRIVAL ! CARPLAY/Android Auto® ! 12.3 IN CAMERA ! Magnetic Gray Metallic exterior and BLACK interior. Heated Leather Seats, 3rd Row Seat, NAV,...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDYZRAH1MS515688
Stock: MS515688
Certified Pre-Owned: No
Listed since: 05-24-2025 - 45,876 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 24 Hwy MPG
- Shelor Motor Mile (71 mi away)
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Located in Christiansburg, VA / 71 miles away from Winston Salem, NC
Predawn Gray Mica exterior and Black interior. Third Row Seat, Lane Keeping Assist, CD Player, Bluetooth®, Back-Up Camera, Aluminum Wheels, iPod/MP3 I...
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/24 Highway)
Listing Information:
VIN: 5TDZARFH8KS058797
Stock: TY250627A
Certified Pre-Owned: No
Listed since: 04-25-2025- 22,652 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 19 City / 26 Hwy MPG
- CarMax Fayetteville (101 mi away)
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Located in Fayetteville, NC / 101 miles away from Winston Salem, NC
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: 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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH5KS717526
Stock: 27095250
Certified Pre-Owned: No- Not Priced
- 81,031 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- Sparks Toyota (177 mi away)
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Located in Myrtle Beach, SC / 177 miles away from Winston Salem, NC
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH1KS559878
Stock: 25974A
Certified Pre-Owned: No
Listed since: 04-26-2025 - Price Drop$26,077fair price$210 above market
- 85,585 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- Reynolds Subaru (189 mi away)
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Located in Orange, VA / 189 miles away from Winston Salem, NC
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: 5TDJZRFH9KS588489
Stock: 38903P
Certified Pre-Owned: No
Listed since: 05-24-2025 - New ListingNot Priced
- 14,036 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Ben Mynatt Buick GMC (54 mi away)
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Located in Concord, NC / 54 miles away from Winston Salem, NC
Ruby Flare Pearl exterior and Graphite Leather interior. Heated Leather Seats, Third Row Seat, Nav System, Moonroof, PHONE CABLE & CHARGE PACKAGE (CY2...
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/29 Highway)
Listing Information:
VIN: 5TDFZRAH3MS081202
Stock: B3598A
Certified Pre-Owned: No
Listed since: 05-29-2025
Showing 43 - 63 out of 2,311 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
"Some Adjustment Needed"
Bill, 01/11/2020
2020 Toyota Highlander Limited 4dr SUV (3.5L 6cyl 8A)
Test drove the 2020 Limited. V-6 engine was responsive and ride was very quiet. Very good standard technology and driving safety packages. Interior had quality materials and good fit and finish. Second row captains chair seats are comfortable with plenty of room behind first row, third row seats useless except for small children which you would want in second row. Big disappointment … was drivers seat height adjustment; you better be 5'4" or above to have clear visibility over steering wheel and dash. Also, passenger seat has NO height adjustment; passengers 6'3" or above will be at or close to the ceiling. Except for the lack of adequate front seat height adjustments, I loved the car.
Used 2021 Toyota Highlander in Winston Salem, NC 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 | $25,777 | $27,821 | $29,870 |
| Clean | $25,228 | $27,215 | $29,204 |
| Average | $24,313 | $26,204 | $28,094 |
| Rough | $23,124 | $24,891 | $26,651 |
The average list price of a used 2021 Toyota Highlander in Winston Salem, North Carolina is $30,723. The average mileage on a used Toyota Highlander 2021 for sale in Winston Salem, North Carolina is 70,791. Based on the average mileage of 70,791 for used 2021 Toyota Highlander for sale in Winston Salem, NC 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 Winston Salem, North Carolina to be $24,313.
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