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2,076 listings
- New Listing$30,000fair price$238 below market
- 75,970 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Koons Tysons Toyota (162 mi away)
- Five Star Dealer
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Located in Vienna, VA / 162 miles away from Chesapeake, VA
AWD.RECALL NOTICE: Some vehicles offered for sale may be subject to unrepaired manufacturer safety recalls. To determine the recall status of a vehi...
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: 5TDHZRBH2MS531137
Stock: 0252688A
Certified Pre-Owned: No
Listed since: 05-23-2025 - $23,955fair price$261 below market
- 105,499 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- Terry Subaru (172 mi away)
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Located in Lynchburg, VA / 172 miles away from Chesapeake, VA
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH5KS556952
Stock: VA12425
Certified Pre-Owned: No
Listed since: 05-14-2025 - Price Drop$29,499fair price$115 below market
- 57,913 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Bill Page Toyota (157 mi away)
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Located in Falls Church, VA / 157 miles away from Chesapeake, VA
Certified. 2021 Toyota Highlander L Blueprint AWD 8-Speed Automatic 3.5L V6 DOHCToyota Safety Sense 2.5+: Pre-Collision Sys w/Pedestrian Detection, Fu...
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: 5TDCZRBH1MS143102
Stock: P8417
Certified Pre-Owned: Yes
Listed since: 04-01-2025 - $30,998fair price$163 below market
- 41,813 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Midlothian (93 mi away)
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Located in Midlothian, VA / 93 miles away from Chesapeake, VA
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH0KS710446
Stock: 26738638
Certified Pre-Owned: No - $35,900good price$1,728 below market
- 25,677 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Hanna Imports (148 mi away)
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Located in Raleigh, NC / 148 miles away from Chesapeake, VA
Leather Seats, Bluetooth, *Multi Point Inspection*, Highlander XLE, AWD, Apple CarPlay/Android Auto, Exterior Parking Camera Rear, Power Liftgate, Pow...
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: 5TDGZRBH1MS094422
Stock: 3021587
Certified Pre-Owned: No
Listed since: 04-27-2025 - $31,990good price$671 below market
- 99,921 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (151 mi away)
- Home delivery*
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Located in Springfield, VA / 151 miles away from Chesapeake, VA
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Heat...
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: 5TDFZRBH8MS137388
Stock: 24830P
Certified Pre-Owned: No - New Listing$28,998fair price$431 below market
- 89,969 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 miles away from Chesapeake, VA
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH1MS533295
Stock: 26982663
Certified Pre-Owned: No - $24,180good price$1,111 below market
- 95,827 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Waldorf Chevrolet (137 mi away)
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Located in Waldorf, MD / 137 miles away from Chesapeake, VA
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: 5TDJZRFH7KS613826
Stock: FFF0678A
Certified Pre-Owned: No
Listed since: 05-16-2025 - $17,999good price$730 below market
- 144,198 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Supreme Motors (133 mi away)
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Located in Stafford, VA / 133 miles away from Chesapeake, VA
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: 5TDBZRFH1KS941537
Stock: KS941537
Certified Pre-Owned: No - New Listing$38,999fair price$451 below market
- 49,496 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Enterprise Car Sales Raleigh (150 mi away)
- Home delivery*
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Located in Raleigh, NC / 150 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDFZRBH5MS072791
Stock: 8DWVMN
Certified Pre-Owned: No
Listed since: 04-29-2025 - $30,998fair price$871 above market
- 22,652 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 19 City / 26 Hwy MPG
- CarMax Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 miles away from Chesapeake, VA
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 - New Listing$24,995fair price$390 below market
- 90,875 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- Fitzgerald Toyota Gaithersburg (176 mi away)
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Located in Gaithersburg, MD / 176 miles away from Chesapeake, VA
Check out this great low mileage vehicle! This is an excellent vehicle at an affordable price! Top features include a split folding rear seat, front a...
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH5KS557938
Stock: ER56968A
Certified Pre-Owned: No
Listed since: 05-28-2025 - Price Drop$29,460fair price$245 below market
- 56,922 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Johnson Lexus of Raleigh (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
JUST ARRIVED!! DETAILS COMING SOON!This vehicle is located at Johnson Lexus of Raleigh.Here at Johnson Lexus we price our cars online aggressively ...
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: 5TDBZRBH0MS068131
Stock: D42298B
Certified Pre-Owned: No
Listed since: 04-26-2025 - $29,994fair price$86 above market
- 74,809 miles
- 1 accident, 3 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Chevy Chase Acura (163 mi away)
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Located in Bethesda, MD / 163 miles away from Chesapeake, VA
2021 Highlander XLE //GOOD BRAKES//, //GOOD TIRES//, AWD. 3.5L V6 engine delivering 295 horsepower and 263 lb-ft of torque, paired with an 8-speed aut...
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: 5TDGZRBH5MS118947
Stock: RZ517116A
Certified Pre-Owned: No
Listed since: 04-16-2025 - Price Drop$22,330fair price$100 above market
- 138,538 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Leith Toyota (142 mi away)
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Located in Raleigh, NC / 142 miles away from Chesapeake, VA
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: 5TDJZRFH1KS568026
Stock: T568026A
Certified Pre-Owned: No
Listed since: 05-15-2025 - $25,995good price$1,142 below market
- 117,297 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Master Auto Group (146 mi away)
Close
Located in Raleigh, NC / 146 miles away from Chesapeake, VA
All of our vehicles have been freshly serviced, inspected, and carry a clean tittle with a complimentary Carfax report.  Bank and Credit Union financi...
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: 5TDGZRAHXMS061663
Stock: 061663
Certified Pre-Owned: No
Listed since: 02-11-2025 - Price Drop$22,497good price$491 below market
- 82,841 miles
- 1 accident, 2 owners, personal use only
- 8 Seats, 21 City / 27 Hwy MPG
- Auto Park Honda (159 mi away)
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Located in Cary, NC / 159 miles away from Chesapeake, VA
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: 5TDZZRFH1KS308860
Stock: CH108583A
Certified Pre-Owned: No
Listed since: 05-14-2025 - $31,504fair price$517 above market
- 46,180 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Southern Ford (33 mi away)
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Located in Newport News, VA / 33 miles away from Chesapeake, VA
Clean CARFAX. Odometer is 31780 miles below market average!Certified. Alumina Jade Metallic 2019 Toyota Highlander XLE 8-Speed Automatic Electronic ...
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: 5TDJZRFH1KS724100
Stock: XP10648A
Certified Pre-Owned: No
Listed since: 05-14-2025 - Price Drop$21,000good price$872 below market
- 108,694 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- DARCARS Toyota of Silver Spring (166 mi away)
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Located in Silver Spring, MD / 166 miles away from Chesapeake, VA
2019 Toyota Highlander LE Plus Recent Arrival!Black AWD. AWD 3.5L V6 8-Speed Automatic Electronic with ECT-i 20/27 City/Highway MPG
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: 5TDBZRFH4KS997021
Stock: E1A0455B
Certified Pre-Owned: No
Listed since: 05-20-2025 - New Listing$28,787fair price$592 below market
- 61,502 miles
- No accidents, 3 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Sanford Imports (187 mi away)
Close
Located in Sandford, NC / 187 miles away from Chesapeake, VA
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: 5TDJZRFHXKS612699
Stock: 7006033
Certified Pre-Owned: No
Listed since: 05-27-2025 - $22,995fair price$193 below market
- 115,504 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Master Auto Group (146 mi away)
Close
Located in Raleigh, NC / 146 miles away from Chesapeake, VA
All of our vehicles have been freshly serviced, inspected, and carry a clean tittle with a complimentary Carfax report.  Bank and Credit Union financi...
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: 5TDKZRFH3KS322311
Stock: 322311
Certified Pre-Owned: No
Listed since: 10-25-2024
Showing 43 - 63 out of 2,076 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 Chesapeake, VA 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 | $24,785 | $26,553 | $28,326 |
| Clean | $24,258 | $25,974 | $27,694 |
| Average | $23,378 | $25,010 | $26,642 |
| Rough | $22,235 | $23,756 | $25,273 |
The average list price of a used 2021 Toyota Highlander in Chesapeake, Virginia is $27,765. The average mileage on a used Toyota Highlander 2021 for sale in Chesapeake, Virginia is 81,052. Based on the average mileage of 81,052 for used 2021 Toyota Highlander for sale in Chesapeake, VA 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 Chesapeake, Virginia to be $23,378.
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