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2,135 listings
- New Listing$29,998good price$1,569 below market
- 68,848 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Laurel (169 mi away)
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Located in Laurel, MD / 169 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: 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: 5TDHZRAH2NS098177
Stock: 27363468
Certified Pre-Owned: No - New Listing$43,895fair price$983 below market
- 29,240 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Fitzgerald Toyota Gaithersburg (176 mi away)
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Located in Gaithersburg, MD / 176 miles away from Chesapeake, VA
This vehicle won't be on the lot long! Pure practicality in a stylish package. It includes power seats, leather upholstery, heated and ventilated seat...
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: 5TDFZRBH9NS230244
Stock: 086809A
Certified Pre-Owned: Yes
Listed since: 05-03-2025 - New Listing$29,989fair price$13 below market
- 50,427 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- Leith Toyota (142 mi away)
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Located in Raleigh, NC / 142 miles away from Chesapeake, VA
CARFAX One-Owner. Blueprint 2022 Toyota Highlander L FWD 8-Speed Automatic 3.5L V6 DOHC Clean Carfax 1 Owner/No Accident Vehicle, LOCAL TRADE IN, BACK...
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: 5TDCZRAHXNS110120
Stock: T110120P
Certified Pre-Owned: No
Listed since: 05-29-2025 - $34,597fair price$81 above market
- 55,186 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Radley Acura (154 mi away)
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Located in Falls Church, VA / 154 miles away from Chesapeake, VA
CARFAX One-Owner. Recent Arrival! 20/27 City/Highway MPG Priced below KBB Fair Purchase Price!3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel D...
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: 5TDGZRBH4NS583480
Stock: CP2229
Certified Pre-Owned: No
Listed since: 05-22-2025 - Price Drop$36,595fair price$590 below market
- 37,855 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Reynolds Subaru (147 mi away)
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Located in Orange, VA / 147 miles away from Chesapeake, VA
CARFAX One-Owner. Silver 2022 Toyota Highlander XSE AWD 8-Speed Automatic 3.5L V6 DOHC **SUNROOF/MOONROOF**, **LEATHER**, **ONE OWNER**, **STILL UNDER...
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: 5TDLZRBH5NS208406
Stock: 38892P
Certified Pre-Owned: No
Listed since: 05-03-2025 - 65,785 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 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
Local Trade, Leather, Sunroof, Panoramic Sunroof, Heated Seats, A/C Seats, 3rd Row Seat, High Grade LED Projector Headlights, Panoramic View 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDFZRAH6NS109799
Stock: 2F5829A
Certified Pre-Owned: No
Listed since: 04-16-2025- $32,000fair price$59 above market
- 40,808 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- DARCARS Toyota of Silver Spring (166 mi away)
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Located in Silver Spring, MD / 166 miles away from Chesapeake, VA
2022 Toyota Highlander LE Recent Arrival! CARFAX One-Owner.Blue AWD. AWD 3.5L V6 DOHC 8-Speed Automatic Priced below KBB Fair Purchase Price! 20/27 ...
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: 5TDBZRBH0NS249974
Stock: E1A0516
Certified Pre-Owned: No
Listed since: 05-22-2025 - New Listing$37,500fair price$168 below market
- 25,107 miles
- 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 Unavailable.
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 - 20,158 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Virginia Beach (10 mi away)
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Located in Virginia Beach, VA / 10 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: 5TDFZRBH8NS198497
Stock: 26583186
Certified Pre-Owned: No- 43,400 miles
- Frame damage reported, 3 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Alpha Motor Sports (127 mi away)
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Located in Fredericksburg, VA / 127 miles away from Chesapeake, VA
** OVER 30,000 VEHICLES SOLD, TWO LOCATION TO SERVE YOU, 400+ VEHICLES IN STOCK, visit www.AlphaMS.com to view our inventory, BEST PRICES IN TOWN **NA...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXNS240737
Stock: S240737
Certified Pre-Owned: No- New Listing
- 14,315 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax West Broad (98 mi away)
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Located in Richmond, VA / 98 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: 5TDGZRBH2NS242207
Stock: 27238952
Certified Pre-Owned: No - New Listing$31,997fair price$511 below market
- 79,006 miles
- 7 Seats, 21 City / 29 Hwy MPG
- Hanna Imports (148 mi away)
Close
Located in Raleigh, NC / 148 miles away from Chesapeake, VA
*Carfax Accident Free*, Leather Seats, Bluetooth, *Multi Point Inspection*, Highlander XLE, Apple CarPlay/Android Auto, Heated Front Bucket Seats, Pow...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH3NS539472
Stock: 3021617A
Certified Pre-Owned: No
Listed since: 05-28-2025 - New Listing
- 14,533 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Gaithersburg (194 mi away)
Close
Located in Frederick, MD / 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDLZRBH6NS243343
Stock: 26718962
Certified Pre-Owned: No - Price Drop$31,590fair price$103 above market
- 76,517 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 21 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: 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: 5TDGZRAH8NS092671
Stock: 2003533101
Certified Pre-Owned: No
Listed since: 05-05-2025 - New Listing
- 15,808 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Frederick (173 mi away)
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Located in Gaithersburg, MD / 173 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: 5TDGZRBH1NS581766
Stock: 27248987
Certified Pre-Owned: No - New Listing$36,998fair price$582 above market
- 38,661 miles
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Brandywine (139 mi away)
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Located in Brandywine, MD / 139 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: 5TDGZRBH8NS248383
Stock: 26652157
Certified Pre-Owned: No - 19,411 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Driveway (151 mi away)
- Home delivery*
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Located in Springfield, VA / 151 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,...
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: 5TDGZRAH9NS130540
Stock: 24803P
Certified Pre-Owned: No- Price Drop
- 25,126 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana - Richmond (100 mi away)
- Home delivery*
Close
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: 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: 5TDGZRBH9NS593907
Stock: 2003716981
Certified Pre-Owned: No
Listed since: 05-21-2025 - $36,212fair price$559 above market
- 45,126 miles
- 1 accident, 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 2825 miles below market average! Priced below KBB Fair Purchase Price! Pear 2022 Toyota Highlander XLE FWD 8-Speed Autom...
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: 5TDGZRAH7NS103854
Stock: P3753
Certified Pre-Owned: Yes
Listed since: 05-13-2025 - 25,692 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Potomac Mills (145 mi away)
Close
Located in Woodbridge, VA / 145 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: 5TDGZRBH2NS215279
Stock: 27204059
Certified Pre-Owned: No- 44,462 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Bill Page Toyota (157 mi away)
Close
Located in Falls Church, VA / 157 miles away from Chesapeake, VA
Certified. 2022 Toyota Highlander L Midnight Black AWD 8-Speed Automatic 3.5L V6 DOHCToyota Safety Sense 2.5+: Pre-Collision Sys w/Pedestrian Detectio...
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: 5TDCZRBH6NS244198
Stock: P8514
Certified Pre-Owned: Yes
Listed since: 05-09-2025
Showing 43 - 63 out of 2,135 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 | $31,114 | $33,340 | $35,664 |
| Clean | $30,591 | $32,754 | $35,010 |
| Average | $29,721 | $31,778 | $33,921 |
| Rough | $28,588 | $30,510 | $32,505 |
The average list price of a used 2022 Toyota Highlander in Chesapeake, Virginia is $37,253. The average mileage on a used Toyota Highlander 2022 for sale in Chesapeake, Virginia is 39,784. Based on the average mileage of 39,784 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 $29,721.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.