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2,134 listings
- New Listing$32,537great price$4,409 below market
- 36,131 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Van Nuys, CA / 2,363 miles away from Chesapeake, VA
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,Navigation System,R...
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: 5TDHZRAH4NS551215
Stock: NS551215T
Certified Pre-Owned: No - 84,598 miles
- Frame damage reported, 1 owner, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- CarHub (137 mi away)
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Located in Stafford, VA / 137 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH9MS107983
Stock: 107983
Certified Pre-Owned: No- Price Drop
- 82,203 miles
- Frame damage reported, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Xride Cars (148 mi away)
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Located in Raleigh, NC / 148 miles away from Chesapeake, VA
We are excited to offer this 2021 Toyota Highlander L Sport Utility 4D, now available at Xride Cars, located at 1733 Capital Blvd, Raleigh, NC 27604. ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH1MS041672
Stock: 041672
Certified Pre-Owned: No - New Listing
- 49,839 miles
- Frame damage reported, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Royal Auto Club (169 mi away)
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Located in Sterling, VA / 169 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXPS042351
Stock: SAI3070
Certified Pre-Owned: No - $32,488great price$5,160 below market
- 45,952 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Ramsey, NJ / 319 miles away from Chesapeake, VA
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: 5TDHZRBHXNS176543
Stock: L17167P
Certified Pre-Owned: No - New Listing
- 50,208 miles
- 8 Seats, 20 City / 27 Hwy MPG
- Hyman Bros INFINITI of Richmond (93 mi away)
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Located in Midlothian, VA / 93 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBH5MS544933
Stock: P30640A
Certified Pre-Owned: No
Listed since: 05-26-2025 - Price Drop$40,500great price$3,941 below market
- 21,415 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Ourisman Toyota of Woodbridge (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Front Bucket Seats, He...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH3RS541110
Stock: A541110
Certified Pre-Owned: Yes
Listed since: 05-03-2025 - New ListingNot Priced
- 76,814 miles
- 7 Seats, 20 City / 27 Hwy MPG
- Koons Arlington Toyota (157 mi away)
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Located in Arlington, VA / 157 miles away from Chesapeake, VA
2021 Toyota Highlander XSE Arlington Toyota is a One Price Dealership. No Haggling and No Pricing Games! 3212 LANGSTON BLVD ARLINGTON VA 22207 - RECAL...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDLZRBH3MS081637
Stock: A10690
Certified Pre-Owned: No
Listed since: 03-25-2025 - 40,593 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Bowie (155 mi away)
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Located in Bowie, MD / 155 miles away from Chesapeake, VA
Celestial Silver Metallic exterior and BLACK interior. Heated Seats, Moonroof, Third Row Seat, All Wheel Drive, Power Liftgate, Aluminum Wheels, BODY ...
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: 5TDGZRBH9MS119289
Stock: MS119289
Certified Pre-Owned: No
Listed since: 06-02-2025- New Listing$41,590great price$3,210 below market
- 17,947 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Richmond (99 mi away)
- Home delivery*
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Located in Richmond, VA / 99 miles away from Chesapeake, VA
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 - $25,997great price$3,390 below market
- 73,123 miles
- 2 accidents, 3 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Fred's Executive Auto (143 mi away)
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Located in Woodbridge, VA / 143 miles away from Chesapeake, VA
Your satisfaction is our business! You won't want to miss this excellent value! This SUV is purpose-built for the most treacherous terrain! Top featur...
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: 5TDGZRAH9LS511902
Stock: 511902
Certified Pre-Owned: No
Listed since: 12-17-2024 - $36,471great price$3,299 below market
- 53,085 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Temecula, CA / 2,303 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free L...
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: 5TDFZRAH8NS115524
Stock: NS115524PR
Certified Pre-Owned: No - $33,998good price$1,573 below market
- 59,586 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Medford, OR / 2,479 miles away from Chesapeake, VA
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: 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: 5TDGZRBH9NS584835
Stock: 584835A
Certified Pre-Owned: No - Price Drop$34,789great price$3,178 below market
- 42,288 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Clovis, CA / 2,385 miles away from Chesapeake, VA
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist,Navigation System,Remote Start,Satellite Ra...
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: 5TDHZRBH2NS202133
Stock: NS202133PR
Certified Pre-Owned: No - Price Drop$40,998fair price$480 below market
- 45,664 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to VA*
Close
Located in Spokane Valley, WA / 2,203 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH0NS228625
Stock: 27013262
Certified Pre-Owned: No - $24,999great price$2,063 below market
- 104,283 miles
- No accidents, 4 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- DARCARS Honda (153 mi away)
Close
Located in Bowie, MD / 153 miles away from Chesapeake, VA
2020 Toyota Highlander XLE Magnetic Gray 8-Speed AutomaticAWD, Alloy wheels, Apple CarPlay/Android Auto, Brake assist, Exterior Parking Camera Rear,...
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: 5TDGZRBH2LS009635
Stock: 5P5626A
Certified Pre-Owned: No
Listed since: 03-22-2025 - New Listing$36,998good price$1,735 below market
- 53,254 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IN to VA*
Close
Located in Indianapolis, IN / 581 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBH9NS572624
Stock: 27177244
Certified Pre-Owned: No - Price Drop$35,922great price$2,636 below market
- 51,972 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Land Rover Raleigh (143 mi away)
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Located in Raleigh, NC / 143 miles away from Chesapeake, VA
CARFAX One-Owner. Wind Chill Pearl 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC 1-OWNER, BACK UP CAMERA, LEATHER, HEATED SEATS, SUNRO...
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: 5TDHZRBH3NS177677
Stock: NP69748
Certified Pre-Owned: No
Listed since: 05-01-2025 - $37,995good price$1,956 below market
- 24,253 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Waldorf Toyota (136 mi away)
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Located in Waldorf, MD / 136 miles away from Chesapeake, VA
**Recent Arrival!** **CLEAN Carfax!** **One Owner Vehicle!** **LOW Miles!** **Priced to Sell!** **2024!** **SmartLED Ambient Lighting!** **Family Fun!...
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: 5TDKDRAH2RS529885
Stock: 00081347
Certified Pre-Owned: No
Listed since: 04-19-2025 - Price Drop$35,500good price$3,208 below market
- 36,669 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Hall Toyota Elizabeth City (31 mi away)
- Home delivery*
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Located in Elizabeth City, NC / 31 miles away from Chesapeake, VA
We are currently offering Vehicle Purchase Home Delivery by appointment. Please contact for details.. Blueprint LE FWD 8-Speed Automatic 2.4L I4 PDI T...
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: 5TDKDRAH4RS547255
Stock: 22255037A
Certified Pre-Owned: No
Listed since: 03-18-2025 - $32,499fair price$47 below market
- 46,841 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Orange, CA / 2,337 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: 5TDBZRBH9NS586109
Stock: 7V7FWD
Certified Pre-Owned: No
Listed since: 04-24-2025
Showing 232 - 252 out of 2,134 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Rolling again
Ken S, 10/28/2021
2022 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
Just replaced a 2018 Highlander due to accident. Of course the car is comfortable and nice to drive but I especially appreciate it after the accident. The 2018 was totaled because of a head on collision. My wife and I only had minor injuries that I attribute to the strength of the vehicle and the air bags that completely isolated us.
Used 2022 Toyota Highlander in Chesapeake, VA Values
Estimated values
2022 Toyota Highlander XLE 4dr SUV (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $28,155 | $30,024 | $31,976 |
| Clean | $27,682 | $29,497 | $31,390 |
| Average | $26,894 | $28,618 | $30,413 |
| Rough | $25,870 | $27,476 | $29,143 |
The average list price of a used 2022 Toyota Highlander in Chesapeake, Virginia is $34,266. The average mileage on a used Toyota Highlander 2022 for sale in Chesapeake, Virginia is 52,225. Based on the average mileage of 52,225 for used 2022 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 2022 in Chesapeake, Virginia to be $26,894.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.