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2,135 listings
- Price Drop$30,126good price$1,375 below market
- 52,750 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Honda of Greenbelt (161 mi away)
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Located in Greenbelt, MD / 161 miles away from Chesapeake, VA
Midnight Black Metallic exterior and GRAPHITE interior. Third Row Seat, Back-Up Camera, Rear Air, Aluminum Wheels, All Wheel Drive, Power Liftgate. ...
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: 5TDBZRBHXNS170070
Stock: NS170070
Certified Pre-Owned: No
Listed since: 04-28-2025 - Price Drop$37,388fair price$757 below market
- 21,859 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Johnson Lexus of Durham (162 mi away)
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Located in Durham, NC / 162 miles away from Chesapeake, VA
PRICED WAY BELOW KBB RETAIL VALUE OF $40,056 FOR A QUICK AND HASSLE-FREE SALE! 1-OWNER TRADE-IN! ONLY 21,858 MILES! ACCIDENT-FREE CARFAX! AMAZING COND...
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: 5TDGZRAH3NS129481
Stock: DR30172A
Certified Pre-Owned: No
Listed since: 05-03-2025 - Price Drop$36,800good price$1,057 below market
- 29,192 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Heritage Toyota Owings Mills (187 mi away)
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Located in Owings Mills, MD / 187 miles away from Chesapeake, VA
Recent Arrival! **ALL WHEEL DRIVE**, **POWER DRIVERS SEAT**, **HEATED LEATHER SEATS**, **POWER SUNROOF**, **BACKUP CAMERA**, *APPLE CARPLAY/ANDROID AU...
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: 5TDGZRBH5NS566008
Stock: 7Z566008
Certified Pre-Owned: No
Listed since: 05-09-2025 - Price Drop$40,590good price$1,319 below market
- 34,796 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
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Located in Richmond, VA / 100 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH4RS536384
Stock: 2003673857
Certified Pre-Owned: No
Listed since: 05-20-2025 - $30,871fair price$523 above market
- 91,010 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Exclusive Motor Cars (186 mi away)
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Located in Randallstown, MD / 186 miles away from Chesapeake, VA
This 2022 Black Toyota Highlander XLE FWD is well equipped and includes these features and benefits:. FWD 21/29 City/Highway MPG 21/29 City/Highway ...
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/29 Highway)
Listing Information:
VIN: 5TDGZRAH5NS104081
Stock: S104081
Certified Pre-Owned: No
Listed since: 04-15-2025 - $27,995good price$1,108 below market
- 63,890 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Waldorf Toyota (137 mi away)
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Located in Waldorf, MD / 137 miles away from Chesapeake, VA
**Recent Arrival!** **Price Leader!** **AWD!** **Family Fun!** **Perfect For Any Commute!** **Ask For a Video Walk Around!*****In stock at WALDORF TOY...
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: 5TDCZRBH7NS587568
Stock: 00081308
Certified Pre-Owned: No - $36,704fair price$102 below market
- 44,399 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (2 mi away)
- Home delivery*
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Located in Chesapeake, VA / 2 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist...
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: 5TDGZRBH0NS231660
Stock: NS231660P
Certified Pre-Owned: No - $31,364fair price$869 below market
- 36,970 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Toyota of Goldsboro (134 mi away)
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Located in Goldsboro, NC / 134 miles away from Chesapeake, VA
CARFAX One-Owner. Odometer is 11517 miles below market average! Magnetic Gray 2022 Toyota Highlander L FWD 8-Speed Automatic 3.5L V6 DOHC Toyota Certi...
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: 5TDCZRAH5NS554814
Stock: 36489A
Certified Pre-Owned: Yes
Listed since: 05-09-2025 - $31,595good price$894 below market
- 77,830 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Global Auto Outlet (150 mi away)
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Located in Temple Hills, MD / 150 miles away from Chesapeake, VA
Estimated monthly payment and estimated total purchase price include the Maryland processing fee of $800 (not required by law). Taxes and additional f...
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: 5TDHZRBH7NS209501
Stock: 209501
Certified Pre-Owned: No
Listed since: 05-02-2025 - $37,750fair price$603 below market
- 18,826 miles
- No accidents, 1 owner, personal use
- 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
VEHICLE PROFESSIONALLY DETAILED, GOOD TIRES, GOOD BRAKES, RECENT TRADE, Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, Automatic, AWD, Apple CarPlay/...
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: 5TDGZRBHXNS167241
Stock: 0KW50749
Certified Pre-Owned: No
Listed since: 04-09-2025 - $30,601good price$1,103 below market
- 56,477 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Toyota of Goldsboro (134 mi away)
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Located in Goldsboro, NC / 134 miles away from Chesapeake, VA
CARFAX One-Owner. Pear 2022 Toyota Highlander LE FWD 8-Speed Automatic 3.5L V6 DOHC Toyota Certified, Android Auto, Apple Carplay, Bluetooth, Hands-Fr...
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: 5TDZZRAH5NS554869
Stock: P3741
Certified Pre-Owned: Yes
Listed since: 05-07-2025 - $40,290fair price$280 below market
- 41,521 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Bill Page Toyota (157 mi away)
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Located in Falls Church, VA / 157 miles away from Chesapeake, VA
Certified. 2024 Toyota Highlander XLE Celestial Silver FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hpABS brakes, Active Cr...
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: 5TDKDRAH8RS534394
Stock: P8496
Certified Pre-Owned: Yes
Listed since: 05-01-2025 - $33,995fair price$654 below market
- 83,801 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Waldorf Toyota (137 mi away)
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Located in Waldorf, MD / 137 miles away from Chesapeake, VA
**Recent Arrival!** **Local Trade!** **AWD!** **XSE!** **Special Color!** **Premium Audio Package!** **JBL Speakers!** **Black Emblem Overlays!** **Pr...
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: 5TDJZRBH3NS167720
Stock: 0N38148A
Certified Pre-Owned: No
Listed since: 05-24-2025 - New Listing$33,500fair price$277 below market
- 45,294 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Haley Certified Preowned (90 mi away)
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Located in Richmond, VA / 90 miles away from Chesapeake, VA
*Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*
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: 5TDBZRBHXNS575040
Stock: SJ6696
Certified Pre-Owned: No
Listed since: 05-27-2025 - Price Drop$32,995fair price$249 below market
- 65,451 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Waldorf Toyota (137 mi away)
Close
Located in Waldorf, MD / 137 miles away from Chesapeake, VA
**Recent Arrival!** **CLEAN Carfax!** **One Owner Vehicle!** **AWD!** **Priced to Sell!** **Power Liftgate!** **Ask For a Video Walk Around!*****In st...
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: 5TDGZRBH1NS226239
Stock: 00081348
Certified Pre-Owned: No - New Listing$44,672fair price$666 below market
- 9,364 miles
- 7 Seats, 22 City / 29 Hwy MPG
- Capital Chrysler Jeep Dodge Ram (148 mi away)
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Located in Garner, NC / 148 miles away from Chesapeake, VA
Capital Chrysler Jeep Dodge - NC is proud to offer this outstanding-looking 2024 Toyota Highlander Wind Chill Pearl XLE.CARFAX CERTIFIED **, BLIND S...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH4RS547319
Stock: GAJ11829
Certified Pre-Owned: No
Listed since: 05-08-2025 - New Listing$38,528fair price$117 below market
- 35,830 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Passport Toyota (150 mi away)
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Located in Suitland, MD / 150 miles away from Chesapeake, VA
Recent Arrival! Certified. 2022 Toyota Highlander XLE Ruby Flare Pearl AWD AutomaticToyota Gold Certified, Sunroof/Moonroof, Heated Seats, Blind Spo...
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: 5TDGZRBHXNS244285
Stock: P8807
Certified Pre-Owned: Yes
Listed since: 05-22-2025 - $42,567fair price$279 below market
- 37,933 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Passport Toyota (150 mi away)
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Located in Suitland, MD / 150 miles away from Chesapeake, VA
Recent Arrival! 2024 Toyota Highlander XSE Blueprint AWD AutomaticSunroof/Moonroof, Heated Seats, Blind Spot Monitor, Backup Camera, Bluetooth, USB ...
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: 5TDKDRBH6RS542458
Stock: B8794
Certified Pre-Owned: No
Listed since: 05-19-2025 - New Listing$42,990good price$1,090 below market
- 25,382 miles
- No accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (151 mi away)
- Home delivery*
Close
Located in Springfield, VA / 151 miles away from Chesapeake, VA
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free Liftgate,Heated Seats,Keyless Start,Lane Keeping Assist...
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: 5TDKDRBH8RS541876
Stock: 24859P
Certified Pre-Owned: No - $34,430fair price$347 below market
- 58,611 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Waldorf Chevrolet (137 mi away)
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Located in Waldorf, MD / 137 miles away from Chesapeake, VA
****NAVIGATION, ***AUTOMATIC, **BACKUP CAMERA, **SUNROOF, **LEATHER, **USB PORTS, ***BLUE TOOTH CAPABLE, ***ALLOY WHEELS, ***APPLE CAR PLAY, ***7 PASS...
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: 5TDHZRBH8NS164262
Stock: FFF0491A
Certified Pre-Owned: No
Listed since: 05-07-2025 - New Listing$37,500fair price$236 below market
- 25,107 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Koons Tysons Chrysler Dodge Jeep Ram (161 mi away)
Close
Located in Vienna, VA / 161 miles away from Chesapeake, VA
*** 2022 TOYOTA HIGHLANDER XLE AWD *** GREAT COLOR COMBINATION *** LOADED W/ TOYOTA SAFETY SENSE 2.5 + *** LANE TRACING ASSIST *** BLIND SPOT MONITOR ...
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: 5TDGZRBH4NS238062
Stock: J16078
Certified Pre-Owned: No
Listed since: 05-29-2025
Showing 127 - 147 out of 2,135 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Love the vehicle, Infotainment is unusable
bbells, 04/16/2023
2023 Toyota Highlander LE 4dr SUV (2.4L 4cyl Turbo 8A)
Love the gas mileage, 30+mpg in eco mode. Towing capacity. Comfort. Nice vehicle except the "drive connect" app advertisement makes the entertainment system unusable. It will lock up the system for 1 to 10 minutes so no music, no google maps, no phone, nothing, until it decides to clear itself. Toyota says you can pay $200 a year to remove the advertisement by subscribing to drive … connect. This makes it the definition of ransomware. But there is nothing in the app I need or want. Neither ToyotaUSA, their tech department, or the dealer can fix it. I will either be selling the vehicle or replacing the entertainment system when the free trial of drive connect ends in a couple months. For those of us who use their phone for maps, texts or communication the system makes the vehicle unusable. Update: Can't put in different infotainment system, it is integrated into the vehicle. Toyota gave me a free trial of drive connect. Unfortunately anytime i am in an area without internet the display is locked up asking for a password. Can't enter a password until i get into an internet area, then go s back to asking for a password when i leave it. Worthless and unusable. Toyota wouldn't fix it. After 7 months they bought it back from me. Last Toyota.
Used 2022 Toyota Highlander in Chesapeake, VA Values
Estimated values
2022 Toyota Highlander LE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $26,505 | $28,869 | $31,336 |
| Clean | $26,060 | $28,362 | $30,762 |
| Average | $25,319 | $27,517 | $29,805 |
| Rough | $24,354 | $26,418 | $28,560 |
The average list price of a used 2022 Toyota Highlander in Chesapeake, Virginia is $35,869. The average mileage on a used Toyota Highlander 2022 for sale in Chesapeake, Virginia is 45,538. Based on the average mileage of 45,538 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 $25,319.
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