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2,068 listings
- $8,900great price$2,298 below market
- 228,572 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Supreme Raleigh (146 mi away)
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Located in Raleigh, NC / 146 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: 5TDJKRFHXES004920
Stock: 004920
Certified Pre-Owned: No
Listed since: 07-05-2025 - $15,991great price$2,756 below market
- 147,680 miles
- No accidents, 2 owners, personal use
- 7 Seats, 19 City / 25 Hwy MPG
- Cargenie (199 mi away)
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Located in Vineland, NJ / 199 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: 5TDYKRFH0ES036418
Stock: 036418
Certified Pre-Owned: No - Price Drop$14,500fair price$389 below market
- 155,619 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Hall Chrysler Dodge Jeep RAM Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
CARFAX One-Owner. Silver Sky Metallic 2014 Toyota Highlander AWD 6-Speed Automatic Electronic with Overdrive 3.5L V6 DOHC Dual VVT-i 24V 4D Sport Util...
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: 5TDDKRFH4ES033312
Stock: 24255504A
Certified Pre-Owned: No
Listed since: 06-11-2025 - New Listing$18,900fair price$1,002 below market
- 73,295 miles
- 1 accident, 2 owners, personal use
- 8 Seats, 18 City / 24 Hwy MPG
- Volvo Cars Fredericksburg (130 mi away)
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Located in Fredericksburg, VA / 130 miles away from Chesapeake, VA
Backup Camera, Sunroof/Moonroof, Bluetooth, 2 Keys, Keyless Ignition, Push Button Start, Heated Front Seats, Power Liftgate, 4D Sport Utility, 3.5L V6...
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: 5TDJKRFH0ES046318
Stock: 117391V
Certified Pre-Owned: No
Listed since: 07-28-2025 - $10,900fair price$313 above market
- 186,601 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Supreme Raleigh (146 mi away)
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Located in Raleigh, NC / 146 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: 5TDZKRFH9ES025390
Stock: 025390
Certified Pre-Owned: No
Listed since: 07-05-2025 - New Listing$19,890fair price$520 above market
- 94,409 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- 355 Toyota (172 mi away)
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Located in Rockville, MD / 172 miles away from Chesapeake, VA
2014 Toyota Highlander Limited Recent Arrival! CARFAX One-Owner. Clean CARFAX.Attitude Black Metallic **CLEAN CARFAX**CARFAX ONE OWNER**LOW MILES**APP...
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: 5TDDKRFH8ES029408
Stock: 52J4017A
Certified Pre-Owned: No
Listed since: 07-30-2025 - New Listing$14,497fair price$755 above market
- 171,146 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Autopark Honda (159 mi away)
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Located in Cary, NC / 159 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: 5TDKKRFHXES004792
Stock: ES004792
Certified Pre-Owned: No
Listed since: 07-27-2025 - Price Drop$20,922fair price$84 above market
- 75,245 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- John Hiester Chrysler Dodge Jeep Ram of Sanford (185 mi away)
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Located in Sanford, NC / 185 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: 5TDDKRFH4ES057724
Stock: S3368
Certified Pre-Owned: No
Listed since: 07-10-2025 - Price Drop
- 63,965 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- AutoNation Honda Dulles (171 mi away)
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Located in Sterling, VA / 171 miles away from Chesapeake, VA
Sun/MoonroofLeather SeatsNavigation System3rd Row SeatCarpeted Floor Mats & Cargo Mat SetRear Bumper AppliqueKeyless StartRear Spoiler50 State...
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: 5TDJKRFH4ES066622
Stock: ES066622
Certified Pre-Owned: No
Listed since: 07-16-2025 - 74,107 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 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
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDDKRFH5ES020732
Stock: 27518014
Certified Pre-Owned: No- 158,572 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 19 City / 25 Hwy MPG
- Johnson Lexus of Raleigh (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
Check out this well-maintained 2014 Toyota Highlander with 158,572 milesa one-owner SUV with a clean Carfax, offering proven reliability and exception...
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: 5TDYKRFH3ES013697
Stock: DR30356A
Certified Pre-Owned: No
Listed since: 07-25-2025- Price Drop$7,444great price$4,706 below market
- 156,568 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Carplug of Alexandria (151 mi away)
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Located in Alexandria, VA / 151 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:
19 Combined MPG (17 City/22 Highway)
Listing Information:
VIN: 5TDDK3EH9DS200065
Stock: CP4287
Certified Pre-Owned: No - New Listing
- 70,844 miles
- 8 Seats, 19 City / 25 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 Unavailable.
Features and Specs:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH4ES025007
Stock: 27285761
Certified Pre-Owned: No - $7,995great price$1,708 below market
- 210,247 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Haley Chevrolet (91 mi away)
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Located in Midlothian, VA / 91 miles away from Chesapeake, VA
APPLY FOR FINANCING ONLINE, ONLINE APPRAISALS AVAILABLE, 17" x 7.5" 7-Spoke Aluminum Alloy Wheels, 3.478 Axle Ratio, 3rd row seats: split-bench, 4-Whe...
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: 5TDZK3EH2DS136246
Stock: FP3767A
Certified Pre-Owned: No
Listed since: 06-12-2025 - New Listing$16,000fair price$473 above market
- 142,093 miles
- 1 accident, 2 owners, personal use only
- 8 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: 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: 5TDJKRFH4ES031305
Stock: P25109
Certified Pre-Owned: No - $18,590great price$2,034 below market
- 74,013 miles
- No accidents, 3 owners, personal use only
- 8 Seats, 19 City / 25 Hwy MPG
- Koons Annapolis Toyota (156 mi away)
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Located in Annapolis, MD / 156 miles away from Chesapeake, VA
**POWER LIFTGATE**, **BLUETOOTH**, **BACK-UP CAMERA**, **3RD ROW SEATING**, 3rd row seats: split-bench, ABS brakes, Alloy wheels, Electronic Stability...
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: 5TDZKRFHXFS094347
Stock: KATP150171
Certified Pre-Owned: No
Listed since: 07-09-2025 - Price Drop$15,535great price$2,705 below market
- 107,631 miles
- 2 accidents, 3 owners, rental vehicle
- 8 Seats, 18 City / 24 Hwy MPG
- AutoNation Buick GMC Laurel (167 mi away)
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Located in Laurel, MD / 167 miles away from Chesapeake, VA
3rd Row SeatRear Spoiler50 State EmissionsAsh; Fabric Seat MaterialAttitude Black MetallicThis vehicle includes a Money-Back Guarantee* and pas...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDBKRFH3FS161467
Stock: FS161467
Certified Pre-Owned: No
Listed since: 05-13-2025 - 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- $20,997good price$1,205 below market
- 75,997 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- Ourisman Lexus of Rockville (172 mi away)
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Located in Rockville, MD / 172 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: 5TDJKRFH5FS205884
Stock: TS205884
Certified Pre-Owned: No
Listed since: 06-23-2025 - $12,985fair price$1,200 below market
- 134,166 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- South Street Autos (198 mi away)
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Located in Frederick, MD / 198 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: 5TDZK3EHXDS102300
Stock: 17230
Certified Pre-Owned: No
Listed since: 06-28-2025 - $17,599good price$1,738 below market
- 107,447 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 18 City / 24 Hwy MPG
- Regnum Auto Motors (157 mi away)
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Located in Manassas, VA / 157 miles away from Chesapeake, VA
*2015 Toyota Highlander XLE V6 AWD for Sale in Manassas, VA | 3-Row Family SUV with Navigation, Leather Interior & 3-Month Warranty*The 2015 Toyota Hi...
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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH8FS152906
Stock: 152906
Certified Pre-Owned: No
Listed since: 04-08-2025
Showing 1 - 21 out of 2,068 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Quiet and comfortable
albanyew, 03/03/2014
2014 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 6A)
I purchased the 2014 Highlander after owning a 2006 model for eight years and 130K miles, with minimal problems.
The 2006 was a hybrid, and I miss the better MPG, but without a tax credit I couldn't justify the additional $12K (2014 hybrids only come in the highest trim levels).
I'm 6'3", and the new model is just enough bigger inside to sleep in comfortably with the second and third … rows down.
I'm a conservative driver, and so far (1900 miles) I'm getting 20.6 mpg overall; when it's time for a tire change, Michelins with lower rolling resistance may add a mile or two.
The steering is more responsive than the previous model.
Used 2014 Toyota Highlander in Chesapeake, VA Values
Estimated values
2014 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 6A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $12,019 | $16,338 | $18,983 |
| Clean | $11,419 | $15,473 | $17,921 |
| Average | $10,418 | $14,030 | $16,151 |
| Rough | $9,117 | $12,154 | $13,849 |
The average list price of a used 2014 Toyota Highlander in Chesapeake, Virginia is $16,629. The average mileage on a used Toyota Highlander 2014 for sale in Chesapeake, Virginia is 123,908. Based on the average mileage of 123,908 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 $10,418.
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