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2,028 listings
- 44,034 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- Rush Auto Sales (183 mi away)
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Located in Burlington, NC / 183 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDZZRAH4NS121818
Stock: 121818
Certified Pre-Owned: No- Price Drop$31,590good price$1,440 below market
- 49,883 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Passport Toyota (145 mi away)
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Located in Suitland, MD / 145 miles away from Chesapeake, VA
Certified. 2023 Toyota Highlander LE Celestial Silver Metallic FWD AutomaticToyota Gold Certified, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH9PS028022
Stock: T028022P
Certified Pre-Owned: Yes
Listed since: 07-23-2025 - Price Drop$35,000good price$3,132 below market
- 67,031 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Koons Kia of Woodbridge (139 mi away)
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Located in Woodbridge, VA / 139 miles away from Chesapeake, VA
AFTER LABOR DAY SPECIAL!! 2023 Toyota Highlander Platinum **BLUETOOTH**, **ONE OWNER**, **NAVIGATION/NAV/GPS**, **WOW WOW**, **LOW LOW MILES**, **EASY...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBHXPS031185
Stock: KWKP230196
Certified Pre-Owned: No
Listed since: 07-09-2025 - Price Drop$41,981fair price$885 below market
- 30,667 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Nationwide Nissan (183 mi away)
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Located in Timonium, MD / 183 miles away from Chesapeake, VA
New Price! CARFAX One-Owner. Clean CARFAX. Gray 2023 Toyota Highlander Platinum AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 2...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH9PS518488
Stock: I701524A
Certified Pre-Owned: No
Listed since: 07-31-2025 - New Listing$30,900fair price$122 below market
- 67,834 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- West Broad Hyundai (91 mi away)
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Located in Richmond, VA / 91 miles away from Chesapeake, VA
CARFAX One-Owner. Clean CARFAX. 20/27 City/Highway MPG ***ACCIDENT FREE CARFAX***, ***ONE OWNER***, 18' Machined Alloy Wheels, 3.003 Axle Ratio, 3rd 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH1MS111848
Stock: 257328A
Certified Pre-Owned: No
Listed since: 07-23-2025 - $29,798good price$2,781 below market
- 75,157 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- INFINITI of Suitland (144 mi away)
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Located in Suitland, MD / 144 miles away from Chesapeake, VA
2023 Toyota Highlander L Midnight Black AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hpAWD.CARFAX One-Owner. Clean CARF...
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: 5TDKDRBH5PS502997
Stock: B40096
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$35,797good price$2,072 below market
- 63,549 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- EchoPark Automotive Raleigh (156 mi away)
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Located in Cary, NC / 156 miles away from Chesapeake, VA
At EchoPark, it’s all about offering you options for a happy experience. We have thousands of new-to-you makes and models that range from sedans to tr...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH1PS001072
Stock: CPS001072
Certified Pre-Owned: No
Listed since: 08-02-2025 - $32,300good price$1,829 below market
- 72,802 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Len Stoler Lexus (185 mi away)
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Located in Owings Mills, MD / 185 miles away from Chesapeake, VA
Moon Dust 2021 Toyota Highlander Limited AWD 8-Speed Automatic 3.5L V6 DOHCAWD, 12.3" Screen & Birds Eye View, Panoramic View Monitor, Radio: Premium ...
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: 5TDDZRBH4MS133541
Stock: L2661A
Certified Pre-Owned: No
Listed since: 07-19-2025 - New Listing$39,904good price$2,178 below market
- 18,230 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Passport Toyota (145 mi away)
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Located in Suitland, MD / 145 miles away from Chesapeake, VA
Recent Arrival! 2023 Toyota Highlander XLE Magnetic Gray Metallic AWD AutomaticSunroof/Moonroof, Heated Seats, Blind Spot Monitor, Backup Camera, Bl...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH3PS000862
Stock: T064245A
Certified Pre-Owned: No
Listed since: 09-02-2025 - $28,995great price$1,922 below market
- 77,712 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Imperial Highline (152 mi away)
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Located in Manassas, VA / 152 miles away from Chesapeake, VA
KEY FEATURES AND OPTIONS Comes equipped with: Cockpit Red, Leather Seat Trim. This Toyota Highlander also includes Power Driver's Seat, Clock, Climate...
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: 5TDLZRAH9MS051737
Stock: 51737
Certified Pre-Owned: No
Listed since: 04-29-2025 - $28,299good price$2,097 below market
- 60,966 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Driveway (19 mi away)
- Home delivery*
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Located in Hampton, VA / 19 miles away from Chesapeake, VA
CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satellite Radio,Turbo/Supercharged,W...
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: 5TDKDRAHXPS503533
Stock: PS503533E
Certified Pre-Owned: No - Price Drop$32,499fair price$932 below market
- 20,068 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Driveway (19 mi away)
- Home delivery*
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Located in Hampton, VA / 19 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Bluetooth,Brake Assist,Keyless Start,Lane Keeping Assist,Satelli...
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: 5TDKDRAH8PS518757
Stock: PS518757T
Certified Pre-Owned: No - $29,590fair price$313 below market
- 75,800 miles
- No accidents, 2 owners, personal use only
- 7 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: 5TDGZRBH3MS056951
Stock: 2003940302
Certified Pre-Owned: No
Listed since: 08-01-2025 - Price Drop$40,250good price$1,087 below market
- 22,244 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Heritage Honda Bel Air (187 mi away)
- Five Star Dealer
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Located in Fallston, MD / 187 miles away from Chesapeake, VA
**ALL-WHEEL DRIVE****LEATHER SEATING****HEATED SEATS****SUNROOF****APPLE CARPLAY****ANDROID AUTO****REARVIEW PARKING ASSIST****BLUETOOTH****ON...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBHXPS510660
Stock: EJ510660
Certified Pre-Owned: No
Listed since: 08-25-2025 - $34,764fair price$78 above market
- 26,605 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 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. Odometer is 20238 miles below market average! Midnight Black 2023 Toyota Highlander LE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharge...
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: 5TDKDRAH5PS043097
Stock: P3823
Certified Pre-Owned: Yes
Listed since: 07-22-2025 - $30,777good price$1,640 below market
- 32,532 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Lease Return Center (134 mi away)
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Located in Triangle, VA / 134 miles away from Chesapeake, VA
--GORGEOUS PEARL WHITE ON BLACK LEATHER--SUPER CLEAN AND CARFAX CERTIFIED!!!--ONLY 32K MILES!!!--FULLY LOADED WITH EVERY OPTIONS!!!--LOOKS AND RUNS AM...
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: 5TDGZRAH4MS520816
Stock: 20816
Certified Pre-Owned: No - $46,998fair price$255 below market
- 13,470 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax Fayetteville (192 mi away)
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Located in Fayetteville, NC / 192 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6PS508132
Stock: 27460681
Certified Pre-Owned: No - Price Drop$34,498fair price$1,030 below market
- 25,158 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Dulles Kia (174 mi away)
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Located in Leesburg, VA / 174 miles away from Chesapeake, VA
2021 Toyota Highlander XLE Blueprint 3.5L V6 DOHC AWDAWD, 18" Machined Alloy Wheels, 2nd Row Bench Seat, 3rd row seats: split-bench, Apple CarPlay/A...
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: 5TDHZRBH3MS527761
Stock: 24918A
Certified Pre-Owned: No
Listed since: 08-27-2025 - $39,929fair price$637 below market
- 29,430 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Lexus of Towson (181 mi away)
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Located in Towson, MD / 181 miles away from Chesapeake, VA
CARFAX One-Owner. 2023 Toyota Highlander XSE Wind Chill Pearl AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp---VERY WELL E...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH8PS018824
Stock: T3054A
Certified Pre-Owned: No
Listed since: 08-08-2025 - $32,995fair price$563 below market
- 27,855 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- M and B Auto Group (151 mi away)
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Located in Bealeton, VA / 151 miles away from Chesapeake, VA
?? DISCLAIMER ?? Easy Financing available – subject to credit approval. ? 90-Day Limited Warranty included – restrictions apply, ask for details. ?? B...
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: 5TDGZRAH5MS067967
Stock: mda5342
Certified Pre-Owned: No - $30,995good price$1,142 below market
- 78,352 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Global Auto Outlet (145 mi away)
Close
Located in Temple Hills, MD / 145 miles away from Chesapeake, VA
The 2021 Toyota Highlander XSE with 78,352 miles is a standout midsize SUV that combines sporty appeal with everyday practicality. This XSE trim adds ...
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: 5TDLZRBH8MS102885
Stock: 102885
Certified Pre-Owned: No
Listed since: 05-29-2025
Showing 85 - 105 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 LE 4dr SUV (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $25,841 | $28,233 | $30,730 |
| Clean | $25,407 | $27,737 | $30,167 |
| Average | $24,684 | $26,911 | $29,228 |
| Rough | $23,744 | $25,837 | $28,008 |
The average list price of a used 2022 Toyota Highlander in Chesapeake, Virginia is $34,422. The average mileage on a used Toyota Highlander 2022 for sale in Chesapeake, Virginia is 46,637. Based on the average mileage of 46,637 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 $24,684.
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