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2,159 listings
- 124,414 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Tyler, TX / 1,128 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: Yes
Features and Specs:
22 Combined MPG (20 City/25 Highway)
Listing Information:
VIN: 5TDZARFH9ES008611
Stock: 26812204
Certified Pre-Owned: No- 93,853 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Grace Auto (94 mi away)
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Located in Richmond, VA / 94 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: 5TDDKRFH3ES040204
Stock: P25015
Certified Pre-Owned: No- 147,084 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- Madison Motors (158 mi away)
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Located in Madison, VA / 158 miles away from Chesapeake, VA
Here we have a VERY well serviced, 1-owner, Virginia-only registered Toyota Highlander just in from Ourisman Toyota of Woodbridge where it was recentl...
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/23 Highway)
Listing Information:
VIN: 5TDJK3EH0AS032461
Stock: D25683
Certified Pre-Owned: No
Listed since: 04-28-2025- 149,166 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- VKV Auto Sales (167 mi away)
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Located in Laurel, MD / 167 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: 5TDDKRFH1ES016998
Stock: VT998
Certified Pre-Owned: No
Listed since: 06-12-2024- New Listing
- 74,649 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Carvana - Richmond (99 mi away)
- Home delivery*
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Located in Richmond, VA / 99 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH2GS293388
Stock: 2003797645
Certified Pre-Owned: No
Listed since: 06-06-2025 - 166,788 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Blankenship Auto (75 mi away)
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Located in Accomac, VA / 75 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: 5TDZK3EH9AS018450
Stock: 14162
Certified Pre-Owned: No
Listed since: 11-19-2024- Price Drop
- 103,574 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Tampa, FL / 707 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH0ES055792
Stock: 2003722240
Certified Pre-Owned: No
Listed since: 05-13-2025 - 84,925 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 19 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in San Antonio, TX / 1,380 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDYKRFH4ES007617
Stock: 2003752271
Certified Pre-Owned: No
Listed since: 05-24-2025- New Listing
- 74,465 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 19 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Irving, TX / 1,201 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDYKRFH6ES009451
Stock: 27325561
Certified Pre-Owned: No - New Listing
- 64,192 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Portland, OR / 2,455 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDZKRFH2ES014862
Stock: 2003752393
Certified Pre-Owned: No
Listed since: 05-29-2025 - 113,346 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Toyota of Southern Maryland (108 mi away)
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Located in Lexington Park, MD / 108 miles away from Chesapeake, VA
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH4ES053205
Stock: U053205A
Certified Pre-Owned: No
Listed since: 04-27-2025- 226,837 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Alars, Inc (197 mi away)
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Located in Vinton, VA / 197 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: 5TDBKRFH5ES071218
Stock: 14125
Certified Pre-Owned: No
Listed since: 04-12-2025- $6,999great price$2,258 below market
- 177,000 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Town Auto (4 mi away)
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Located in Chesapeake, VA / 4 miles away from Chesapeake, VA
2009 Toyota Highlander 177K Miles Limited 4dr SUV 3.5L V6 *1 Owner, No Accidents* TOWN AUTO https://www.townautova.com/ We open monday through saturda...
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: JTEDS42A792086199
Stock: 086199
Certified Pre-Owned: No
Listed since: 05-13-2025 - Price Drop$17,780great price$3,611 below market
- 102,303 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 19 City / 25 Hwy MPG
- Blue Water Motor Sports (194 mi away)
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Located in Wilmington, NC / 194 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDYKRFH5FS120137
Stock: 8833
Certified Pre-Owned: No
Listed since: 04-26-2025 - New Listing
- 109,868 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Sheehy Volvo Cars Hunt Valley (191 mi away)
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Located in Hunt Valley, MD / 191 miles away from Chesapeake, VA
2014 Toyota Highlander Limited Platinum V6 AWD at Sheehy Toyota Volvo of Timonium! This Highlander has an exterior color of Blizzard Pearl with Ash 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: 5TDDKRFH2ES044437
Stock: I0137Z
Certified Pre-Owned: No
Listed since: 06-06-2025 - 188,234 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Burlington Honda (187 mi away)
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Located in Burlington, NC / 187 miles away from Chesapeake, VA
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH9ES023097
Stock: 16SA2043A
Certified Pre-Owned: No
Listed since: 05-09-2025- 37,069 miles
- Issue reported, 3 owners, personal use only
- 8 Seats, 20 City / 25 Hwy MPG
- District Auto Group (149 mi away)
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Located in Temple Hills, MD / 149 miles away from Chesapeake, VA
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
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: 5TDZARFH3GS020224
Stock: 663
Certified Pre-Owned: No
Listed since: 01-21-2025- 117,667 miles
- 2 accidents, 3 owners, personal use
- 8 Seats, 19 City / 25 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AL to VA*
Close
Located in Hoover, AL / 643 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: Yes
Features and Specs:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH2ES016595
Stock: 26564020
Certified Pre-Owned: No- New Listing
- 112,546 miles
- 7 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WI to VA*
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Located in Kenosha, WI / 741 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH6ES041267
Stock: 27267887
Certified Pre-Owned: No - Price Drop
- 108,010 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CO to VA*
Close
Located in Loveland, CO / 1,567 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: Yes
Features and Specs:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH0ES023358
Stock: 27073321
Certified Pre-Owned: No - 158,970 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- Urban Exchange Auto (87 mi away)
Close
Located in Richmond, VA / 87 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/23 Highway)
Listing Information:
VIN: 5TDDK3EH9AS037915
Stock: 037915
Certified Pre-Owned: No
Listed since: 05-15-2025
Showing 253 - 273 out of 2,159 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 LE 4dr SUV (2.7L 4cyl 6A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $10,066 | $12,667 | $14,270 |
| Clean | $9,563 | $11,996 | $13,472 |
| Average | $8,725 | $10,877 | $12,141 |
| Rough | $7,635 | $9,423 | $10,411 |
The average list price of a used 2014 Toyota Highlander in Chesapeake, Virginia is $19,421. The average mileage on a used Toyota Highlander 2014 for sale in Chesapeake, Virginia is 120,712. Based on the average mileage of 120,712 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 $8,725.
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