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2,134 listings
- 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 - $25,000good price$1,201 below market
- 110,012 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Ourisman Hyundai of Bowie (154 mi away)
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Located in Bowie, MD / 154 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH3LS033345
Stock: BH8443
Certified Pre-Owned: No
Listed since: 05-02-2025 - Price Drop$28,590good price$1,560 below market
- 58,562 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Audi Hunt Valley (190 mi away)
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Located in Cockeysville, MD / 190 miles away from Chesapeake, VA
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Softex Seat TrimMagnetic Gray MetallicThis 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH9LS512905
Stock: LS512905
Certified Pre-Owned: No
Listed since: 05-01-2025 - $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 - $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)
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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$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 - $26,500fair price$34 below market
- 64,628 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 21 City / 29 Hwy MPG
- 1 US Motors (187 mi away)
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Located in Edgewood, MD / 187 miles away from Chesapeake, VA
Vehicle Overview: **Vehicles come with complimentary Lifetime Powertrain warranty (with Qualifying purchase) The Eprice does not include state taxes 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH1LS031092
Stock: 031092
Certified Pre-Owned: No - Price Drop$33,295good price$765 below market
- 56,711 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- BMW of Rockville (169 mi away)
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Located in Rockville, MD / 169 miles away from Chesapeake, VA
Birds Eye View Camera W/12.3" ScreenSun/MoonroofLeather SeatsNavigation System3rd Row SeatAll Weather Floor Liner & Cargo Tray (Tms)Body Side Mo...
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: 5TDDZRBHXLS032177
Stock: LS032177
Certified Pre-Owned: No
Listed since: 05-21-2025 - $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)
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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 - New Listing$35,998fair price$56 below market
- 48,187 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Wilmington (194 mi away)
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Located in Wilmington, NC / 194 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: 5TDFZRAH7LS021583
Stock: 25830592
Certified Pre-Owned: No - $24,995fair price$1,245 below market
- 83,459 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 8 Seats, 21 City / 29 Hwy MPG
- Nation Motors (91 mi away)
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Located in Richmond, VA / 91 miles away from Chesapeake, VA
2020 TOYOTA HIGHLANDER LE FRONT WHEEL DRIVE {Sub Title} with powerful 3.5L V6 DOHC -INC DUAL OVERHEAD CAM AND ALUMINUM engine and driven 83459 miles! ...
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: 5TDZZRAH7LS500597
Stock: NM3173
Certified Pre-Owned: No - Price Drop$26,795good price$1,278 below market
- 47,272 miles
- 1 accident, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Koons Woodbridge Ford (145 mi away)
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Located in Woodbridge, VA / 145 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! 2020 Toyota Highlander LE Moon DustAWD, 18" Painted Alloy Wheels, ABS brakes, Alloy wheels, Apple CarPlay/Andr...
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: 5TDBZRBH4LS042551
Stock: KFWP200142
Certified Pre-Owned: No
Listed since: 05-05-2025
Showing 85 - 105 out of 2,134 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2022 Toyota Highlander in Chesapeake, VA Values
Estimated values
2022 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $28,596 | $30,445 | $32,375 |
| Clean | $28,116 | $29,910 | $31,782 |
| Average | $27,315 | $29,019 | $30,793 |
| Rough | $26,275 | $27,861 | $29,507 |
The average list price of a used 2022 Toyota Highlander in Chesapeake, Virginia is $32,181. The average mileage on a used Toyota Highlander 2022 for sale in Chesapeake, Virginia is 57,215. Based on the average mileage of 57,215 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 $27,315.
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