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2,076 listings
- New Listing
- 56,939 miles
- 2 accidents, 2 owners, government vehicle
- 7 Seats, 19 City / 25 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: 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDYKRFHXES025443
Stock: 27080089
Certified Pre-Owned: No - 114,911 miles
- Frame damage reported, 3 owners, corporate fleet vehicle
- 7 Seats, 17 City / 22 Hwy MPG
- Eagle Automotives (154 mi away)
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Located in Arlington, VA / 154 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: No
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EH8CS137197
Stock: 6849
Certified Pre-Owned: No- New Listing
- 118,245 miles
- 1 accident, 1 owner, personal use only
- Carvana (In-stock online)
- Home delivery*
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Located in Birmingham, AL / 637 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: 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:
Listing Information:
VIN: 5TDZK3EH3CS050586
Stock: 2003546637
Certified Pre-Owned: No
Listed since: 05-15-2025 - New Listing
- 111,461 miles
- 1 accident, 3 owners, personal use only
- 7 Seats, 20 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Atlanta, GA / 506 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: 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:
22 Combined MPG (20 City/25 Highway)
Listing Information:
VIN: 5TDZA3EHXCS026966
Stock: 2003723831
Certified Pre-Owned: No
Listed since: 05-07-2025 - New Listing$7,998great price$2,304 below market
- 196,196 miles
- No accidents, 3 owners, personal use
- 7 Seats, 18 City / 24 Hwy MPG
- Liberty Motors (6 mi away)
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Located in Chesapeake, VA / 6 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDZK3EH8DS093998
Stock: 093998
Certified Pre-Owned: No
Listed since: 05-27-2025 - $6,599great price$2,189 below market
- 224,102 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Liberty Motors (6 mi away)
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Located in Chesapeake, VA / 6 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDZK3EH3DS140368
Stock: 140368
Certified Pre-Owned: No
Listed since: 04-15-2025 - 178,783 miles
- 1 accident, 3 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Eaton Motor Sales (189 mi away)
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Located in Front Royal, VA / 189 miles away from Chesapeake, VA
This Toyota Highlander is ready to roll today and is the perfect SUV for you. This SUV has passed a rigorous, MULTI-POINT INSPECTION and reconditionin...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH6CS119854
Stock: H697
Certified Pre-Owned: No
Listed since: 10-09-2024- New ListingNot Priced
- 206,915 miles
- 7 Seats, 17 City / 23 Hwy MPG
- Sport Chevrolet (167 mi away)
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Located in Silver Spring, MD / 167 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
19 Combined MPG (17 City/23 Highway)
Listing Information:
VIN: 5TDJK3EH2AS036317
Stock: AS036317
Certified Pre-Owned: No
Listed since: 05-22-2025 - Price Drop$11,980good price$1,077 below market
- 212,327 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- CMA's Colonial Subaru (75 mi away)
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Located in Chesterfield, VA / 75 miles away from Chesapeake, VA
Heated Leather Seats, Moonroof, Nav System, Third Row Seat, Chrome Wheels, Quad Bucket Seats, All Wheel Drive, Non-Smoker vehicle, Multi-point inspect...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFHXFS086596
Stock: S8059A
Certified Pre-Owned: No
Listed since: 03-20-2025 - $13,900good price$1,751 below market
- 137,000 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Luxury Auto Sales (9 mi away)
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Located in Norfolk, VA / 9 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EH3DS243896
Stock: 243896
Certified Pre-Owned: No
Listed since: 04-15-2025 - $13,900good price$1,597 below market
- 82,176 miles
- No accidents, 2 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- Preston Chrysler Dodge Jeep Ram of Dover (171 mi away)
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Located in Dover, DE / 171 miles away from Chesapeake, VA
Recent Arrival!Odometer is 66603 miles below market average!Founded in 1975, Preston has been providing a friendly, no-hassle car buying experience fo...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH5BS044076
Stock: DV00407A
Certified Pre-Owned: No
Listed since: 05-16-2025 - New Listing$10,900good price$1,187 below market
- 164,092 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Eagle Automotives (154 mi away)
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Located in Arlington, VA / 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH5DS232034
Stock: 6871
Certified Pre-Owned: No - $12,150good price$1,179 below market
- 165,450 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Car World (157 mi away)
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Located in Arlington, VA / 157 miles away from Chesapeake, VA
Ah. The 2013 Toyota Highlander Limited. Now, if you're the sort of person who enjoys unnecessary flamboyance, speed for no reason, or a dashboard lit ...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EH5DS250977
Stock: 250977
Certified Pre-Owned: No
Listed since: 03-31-2025 - $7,995fair price$687 below market
- 198,122 miles
- No accidents, 2 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- Carnite (147 mi away)
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Located in Raleigh, NC / 147 miles away from Chesapeake, VA
We re pleased to offer this 2011 Toyota Highlander SE Sport Utility 4D, now available at Carnite, located at 1625 Navaho Dr Ste 100, Raleigh, NC 27609...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH7BS061204
Stock: CRN-061204
Certified Pre-Owned: No
Listed since: 01-04-2025 - $12,989good price$1,028 below market
- 81,689 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Car City (131 mi away)
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Located in Fredericksburg, VA / 131 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH6BS086479
Stock: L3610
Certified Pre-Owned: No - $9,870fair price$740 below market
- 151,925 miles
- No accidents, 4 owners, personal use
- 7 Seats, 20 City / 25 Hwy MPG
- Car World (157 mi away)
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Located in Arlington, VA / 157 miles away from Chesapeake, VA
Ah, the 2011 Toyota Highlander a vehicle so effortlessly competent, so ruthlessly reliable, and so brilliantly versatile that it makes most other SUVs...
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:
22 Combined MPG (20 City/25 Highway)
Listing Information:
VIN: 5TDZA3EH8BS011347
Stock: 011347
Certified Pre-Owned: No
Listed since: 11-28-2024 - $16,500great price$3,334 below market
- 86,690 miles
- No accidents, 3 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in North Brunswick, NJ / 273 miles away from Chesapeake, VA
3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Entertainment System,Heated Seats,Keyless Start,Leather Seats,Navigation System,Premium Sound,Satel...
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EH3DS215970
Stock: SS661058A
Certified Pre-Owned: No - $10,999fair price
- 174,248 miles
- No accidents, 2 owners, personal use
- 7 Seats, 18 City / 24 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Abilene, TX / 1,373 miles away from Chesapeake, VA
CarFax No Accidents Reported,High Demand,Rare Find,High Value Options,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Le...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDYK3EH8BS035902
Stock: 38611TV
Certified Pre-Owned: No - $15,500fair price$752 below market
- 125,769 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Ourisman Chrysler Dodge Jeep Ram of Woodbridge (144 mi away)
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Located in Woodbridge, VA / 144 miles away from Chesapeake, VA
2013 Toyota Highlander Limited ABS brakes, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Front Bucket 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EHXDS215934
Stock: T215934
Certified Pre-Owned: No
Listed since: 05-15-2025 - $8,999good price$1,121 below market
- 198,231 miles
- 2 accidents, 5 owners, personal use
- 7 Seats, 17 City / 22 Hwy MPG
- VA Budget Auto Sales (127 mi away)
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Located in Fredericksburg, VA / 127 miles away from Chesapeake, VA
VA Budget Auto Sales420 Hudgins Road Suite #200Fredericksburg, VA 22408Call us about this vehicle: (5**) 3**-7***
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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDBK3EH2DS207804
Stock: 207804
Certified Pre-Owned: No
Listed since: 05-03-2025 - Price Drop$18,597fair price$577 below market
- 103,095 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Sport and Imports (166 mi away)
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Located in Pasadena, MD / 166 miles away from Chesapeake, VA
VEHICLE OPTIONS ARE PREPOPULATED BUYER MUST VERIFY OPTIONS BEFORE PURCHASE. ***Ask about our used vehicle certification process! *** Pl...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH8FS211923
Stock: 25018
Certified Pre-Owned: No
Showing 85 - 105 out of 2,076 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Nice all around car
bob robinson, 04/08/2016
2012 Toyota Highlander 4dr SUV (2.7L 4cyl 6A)
This is a great car, it gives a nice ride and performance is good also . Need to watch your speed as it goes faster than it feels so I use the cruise control on highways. We climbed Mount Washington in New Hampshire and came down the mountain using hill assist and never had to use the brakes for the whole decline of the mountain. The interior is big and the vehicle is 2 inches wider … than my Toyota Tacoma. With 54,000 miles on the car it only has had regular maintenance and new set of tires. We enjoy the car very much.
One thing we don't like is the third row seat can only be used for kids, as we have tryed ourselves to get into them and it was very very difficult.
Used 2014 Toyota Highlander in Chesapeake, VA Values
Estimated values
2014 Toyota Highlander Limited 4dr SUV (3.5L 6cyl 6A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $11,582 | $14,046 | $15,573 |
| Clean | $11,004 | $13,302 | $14,702 |
| Average | $10,039 | $12,061 | $13,249 |
| Rough | $8,785 | $10,449 | $11,361 |
The average list price of a used 2014 Toyota Highlander in Chesapeake, Virginia is $13,017. The average mileage on a used Toyota Highlander 2014 for sale in Chesapeake, Virginia is 147,065. Based on the average mileage of 147,065 for used 2014 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 2014 in Chesapeake, Virginia to be $10,039.
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