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2,028 listings
- $33,998good price$934 below market
- 55,386 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax West Broad (94 mi away)
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Located in Richmond, VA / 94 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH4NS571457
Stock: 27582672
Certified Pre-Owned: No - New Listing$31,500fair price$454 below market
- 83,336 miles
- No accidents, 2 owners, taxi vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Jerry's Ford of Leesburg (173 mi away)
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Located in Leesburg, VA / 173 miles away from Chesapeake, VA
Recent Arrival!Clean CARFAX.20/27 City/Highway MPGCall us directly at (703) 777-0000 to confirm availability! Jerry's Leesburg Ford is located at 860 ...
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: 5TDGZRBH7NS167603
Stock: L7705P
Certified Pre-Owned: No
Listed since: 08-29-2025 - $41,000fair price$348 below market
- 45,014 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Heritage Toyota Catonsville (174 mi away)
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Located in Catonsville, MD / 174 miles away from Chesapeake, VA
*APPLE CARPLAY/ANDROID AUTO*, *HANDS FREE BLUETOOTH*, *BLIND SPOT SENSORS*, *PANORAMIC SUNROOF*, *NAVIGATION SYSTEM*, *BACKUP CAMERA*, *PREMIUM SOUND*...
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: 5TDFZRBH3NS211737
Stock: 3U211737
Certified Pre-Owned: No
Listed since: 08-18-2025 - Price Drop$35,383good price$1,049 below market
- 64,448 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Passport Toyota (145 mi away)
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Located in Suitland, MD / 145 miles away from Chesapeake, VA
Certified. 2022 Toyota Highlander XSE Magnetic Gray Metallic AWD AutomaticToyota Gold Certified, Sunroof/Moonroof, Heated Seats, 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: 5TDLZRBH9NS250433
Stock: T022815A
Certified Pre-Owned: Yes
Listed since: 08-08-2025 - $32,400fair price$708 above market
- 69,536 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Len Stoler Chevrolet (194 mi away)
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Located in Westminster, MD / 194 miles away from Chesapeake, VA
Highlander XLE, AWD, Celestial Silver Metallic, 3rd row seats: split-bench, Apple CarPlay/Android Auto, Exterior Parking Camera Rear, Heated Front Buc...
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: 5TDGZRBH2NS572235
Stock: V2030A
Certified Pre-Owned: No
Listed since: 08-02-2025 - Price Drop$41,600fair price$871 above market
- 16,806 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- i.g. Burton Toyota of Dover (170 mi away)
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Located in Dover, DE / 170 miles away from Chesapeake, VA
TOYOTA CERTIFIED, ONE OWNER, CLEAN CARFAX, CAR PLAY, HEATED LEATHER SEATS, SUNROOF, POWER LIFTGATE, BLIND SPOT MONITORS, BACKUP CAMERA, AWD!!2022 To...
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: 5TDGZRBH3NS232267
Stock: T251625A
Certified Pre-Owned: Yes
Listed since: 08-30-2025 - $34,500fair price$224 below market
- 61,636 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Toyota of Bowie (151 mi away)
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Located in Bowie, MD / 151 miles away from Chesapeake, VA
Ruby Flare Pearl exterior and HARVEST BEIGE interior. Heated Seats, Sunroof, 3rd Row Seat, All Wheel Drive, Power Liftgate, Alloy Wheels, RUNNING BOAR...
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: 5TDGZRBH0NS241332
Stock: NS241332
Certified Pre-Owned: No
Listed since: 07-04-2025 - $30,827fair price$607 below market
- 81,767 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- White Ford (80 mi away)
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Located in Roanoke Rapids, NC / 80 miles away from Chesapeake, VA
All Routine Maintenance Up To Date. 2022 Toyota Highlander XLE White 21/29 City/Highway MPGEquipped with 3.003 Axle Ratio, 3rd row seats: split-ben...
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: 5TDHZRAH9NS548097
Stock: TIF8097F
Certified Pre-Owned: No
Listed since: 08-05-2025 - New Listing$30,000fair price$471 below market
- 57,704 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Koons Arlington Toyota (152 mi away)
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Located in Arlington, VA / 152 miles away from Chesapeake, VA
2022 Toyota Highlander LE 3rd row seats: split-bench, Apple CarPlay/Android Auto, Exterior Parking Camera Rear, Four wheel independent suspension, Pow...
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: 5TDBZRBH4NS161719
Stock: KRTS220039
Certified Pre-Owned: No
Listed since: 09-01-2025 - New Listing$33,800good price$1,090 below market
- 52,289 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Sport Chevrolet (162 mi away)
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Located in Silver Spring, MD / 162 miles away from Chesapeake, VA
CHECK OUT ALL THESE GREAT OPTIONS 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, Air Conditioning, Alloy w...
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: 5TDGZRBH3NS252731
Stock: NS252731
Certified Pre-Owned: No
Listed since: 08-29-2025 - $38,977fair price$934 above market
- 33,838 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (4 mi away)
- Home delivery*
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Located in Chesapeake, VA / 4 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: 5TDLZRBH2NS236552
Stock: NS236552A
Certified Pre-Owned: No - $37,435good price$1,029 below market
- 33,290 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Toyota of Goldsboro (136 mi away)
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Located in Goldsboro, NC / 136 miles away from Chesapeake, VA
CARFAX One-Owner. Recent Arrival! Odometer is 10304 miles below market average! Priced below KBB Fair Purchase Price! Pearl 2022 Toyota Highlander Lim...
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: 5TDYZRAH2NS558776
Stock: 36937A
Certified Pre-Owned: Yes
Listed since: 08-29-2025 - $34,999good price$1,085 below market
- 30,377 miles
- 2 accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Hampstead Pre-Owned (196 mi away)
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Located in Hampstead, MD / 196 miles away from Chesapeake, VA
Our 2022 Highlander is a one-owner vehicle and features all-wheel drive, power sunroof, heated seats, lane keep assist, dual-zone climate controls, an...
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: 5TDGZRBH9NS587458
Stock: TKT587458
Certified Pre-Owned: No
Listed since: 08-08-2025 - $33,985fair price$537 below market
- 43,397 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Hampstead Pre-Owned (196 mi away)
Close
Located in Hampstead, MD / 196 miles away from Chesapeake, VA
The 2022 Toyota Highlander XLE combines premium comfort, advanced technology, and proven reliability in a versatile three-row SUV. Powered by a refine...
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: 5TDGZRBH8NS208384
Stock: HGT208394
Certified Pre-Owned: No
Listed since: 08-27-2025 - New Listing$32,990fair price$20 above market
- 39,184 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Carvana - Richmond (95 mi away)
- Home delivery*
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Located in Richmond, VA / 95 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: 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: 5TDBZRBH0NS193406
Stock: 2004013821
Certified Pre-Owned: No
Listed since: 09-02-2025 - Price Drop$37,295fair price$562 above market
- 36,577 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- i.g. Burton Lewes Automall (148 mi away)
Close
Located in Lewes, DE / 148 miles away from Chesapeake, VA
AWD. 2022 Toyota Highlander XLE XLE Odometer is 1950 miles below market average! Since 1908, i.G. Burton Auto Group has served Delmarva and its surrou...
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: 5TDGZRBH5NS236322
Stock: L261024A
Certified Pre-Owned: No
Listed since: 08-05-2025 - New Listing$26,699fair price$51 below market
- 62,641 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Marlow Heights (144 mi away)
- Home delivery*
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Located in Suitland, MD / 144 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH0NS130487
Stock: 8D9BCN
Certified Pre-Owned: No
Listed since: 08-22-2025 - Price Drop$30,932fair price$24 below market
- 52,852 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Toyota of Bowie (151 mi away)
Close
Located in Bowie, MD / 151 miles away from Chesapeake, VA
Midnight Black Metallic exterior and GRAPHITE interior. 3rd Row Seat, Back-Up Camera, Rear Air, Alloy Wheels, All Wheel Drive, Power Liftgate. KEY F...
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: 08-15-2025 - $34,881fair price$249 below market
- 43,302 miles
- 1 accident, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Nationwide Nissan (183 mi away)
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Located in Timonium, MD / 183 miles away from Chesapeake, VA
CARFAX One-Owner. Special 2022 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Dis...
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: 5TDHZRBH1NS576720
Stock: 16394P
Certified Pre-Owned: No
Listed since: 04-28-2025 - New Listing$42,998fair price$677 above market
- 16,290 miles
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax White Marsh (178 mi away)
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Located in White Marsh, MD / 178 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 Unavailable.
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBHXNS182809
Stock: 27827200
Certified Pre-Owned: No - Price Drop$42,703fair price$148 above market
- 35,741 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Jim McKay Chevrolet (153 mi away)
- Five Star Dealer
Close
Located in Fairfax, VA / 153 miles away from Chesapeake, VA
Odometer is 9324 miles below market average! 2022 Toyota Highlander Platinum Blueprint AWD 8-Speed Automatic 3.5L V6 DOHCRecent Arrival! 20/27 City/...
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: 5TDFZRBH2NS197426
Stock: SP3142
Certified Pre-Owned: No
Listed since: 08-29-2025
Showing 22 - 42 out of 2,028 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Phenomenal! Love my
Jess, 03/12/2022
2022 Toyota Highlander XLE 4dr SUV (3.5L 6cyl 8A)
I bought at the worst possible time in early 2022. I paid $3500 OVER sticker thanks to an added "up-charge" due to supply and demand issues. (All dealers are doing this, not just Toyota). My minivan was totaled and I needed something ASAP. My 2022 XLE with XP package is absolutely gorgeous with 20 inch gloss black rims, performance tires, blacked-out emblems, and running boards (perfect … for kids, older folks and the otherwise vertically challenged). Very roomy and comfortable for four adults or families with 2 or 3 kids. I have the 2nd row bench seat which offers maximum seating space. The rear captain’s chairs are nice but Toyota put drink holders in between the seats instead of incorporating them into the rear of the driver’s console. This limits storage space between the seats (was a perfect spot for a cooler in my minivan) and limits accessibility to the third row. I wouldn’t depend on the 3rd row for daily use. It’s undersized and tricky to access but that’s not an issue for us. Folded flat, it offers a ton of easily accessible rear storage space. Cargo space is otherwise pretty limited if 3rd row seat is in use. One problem is the button to close the back gate is located on the bottom of the tailgate. This makes it impossible to reach for anyone under 5’2” so kids will need the assistance of an adult (XLE and lower models, higher models have hands-free power liftgate). It’s loaded with safety features thanks to the Toyota Safety Sense (TSS 2.5+) that comes standard. Perfect for inexperienced or otherwise safety-challenged drivers but features can be disabled. Through the Toyota app, I can monitor driver behavior and location when someone else is using the car. I can even set up “guest driver” restrictions like speed and distance. I really love the way it drives! The ride is smooth, quiet, and comfortable with a luxury feel. For a mid-sized SUV, the turning radius is small, making u-turns and sharp or tight corners a breeze. Steering is very responsive making it easy to maneuver through city traffic and park in tricky spaces. And it is quite fast! Even in the Eco driving mode which adds 2 mpg. Gas mileage is amazing at 21 city/ 29 highway (my much slower minivan averaged 18 mpg). As another reviewer mentioned, the back window is quite small, making rear visibility poor. And the rear seat headrests are in the way which is frustrating. The pros more than make up for the very few cons. Additional features include a wireless charger, 14 cup holders, sunroof/moonroof, heated and power front seats, multiple Usb-A and C ports, and rear sunshades.
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 | $31,534 | $33,522 | $35,598 |
| Clean | $31,004 | $32,934 | $34,945 |
| Average | $30,122 | $31,952 | $33,858 |
| Rough | $28,975 | $30,677 | $32,444 |
The average list price of a used 2022 Toyota Highlander in Chesapeake, Virginia is $35,186. The average mileage on a used Toyota Highlander 2022 for sale in Chesapeake, Virginia is 48,353. Based on the average mileage of 48,353 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 $30,122.
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