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2,062 listings
- 86,067 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 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: 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: 5TDDKRFH0GS258247
Stock: 2003832190
Certified Pre-Owned: No
Listed since: 06-21-2025- Not provided
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Fitzgerald Toyota Gaithersburg (176 mi away)
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Located in Gaithersburg, MD / 176 miles away from Chesapeake, VA
Introducing the 2016 Toyota Highlander! It just arrived on our lot this past week! Toyota prioritized practicality, efficiency, and style by including...
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: 5TDDKRFH2GS264308
Stock: EB61729B
Certified Pre-Owned: No
Listed since: 06-28-2025- Price Drop$14,899great price$3,769 below market
- 115,770 miles
- 1 accident, 3 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Beach Auto Sales (9 mi away)
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Located in Virginia Beach, VA / 9 miles away from Chesapeake, VA
Come on down to Beach Auto Sales today and take a look at our freshly-inspected 2017 Toyota Highlander in a beautiful black. Equipped with the LE trim...
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: 5TDBZRFH1HS397985
Stock: BA-3371
Certified Pre-Owned: No
Listed since: 02-18-2025 - 168,730 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Valentine Motor Company (152 mi away)
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Located in District Heights, MD / 152 miles away from Chesapeake, VA
This 2016 Toyota Highlander XLE is offered to you for sale by Valentine Motor Company. A test drive can only tell you so much. Get all the info when y...
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: 5TDJKRFH7GS248950
Stock: 248950
Certified Pre-Owned: No
Listed since: 03-13-2025- New Listing
- 114,053 miles
- 8 Seats, 18 City / 24 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 Unavailable.
Features and Specs:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDBKRFH2GS347390
Stock: 27518800
Certified Pre-Owned: No - New Listing
- 76,000 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Safford Brown Alexandria Mazda (147 mi away)
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Located in Alexandria, VA / 147 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRFH3JS901572
Stock: 251411A
Certified Pre-Owned: No
Listed since: 07-28-2025 - 78,218 miles
- Issue reported, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Koons Tysons Toyota (162 mi away)
- Five Star Dealer
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Located in Vienna, VA / 162 miles away from Chesapeake, VA
VEHICLE PROFESSIONALLY DETAILED, GOOD TIRES, GOOD BRAKES, RECENT TRADE, Highlander Limited, 4D Sport Utility, 3.5L V6, Automatic, AWD, Gray, Black Lea...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
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/26 Highway)
Listing Information:
VIN: 5TDDZRFH0JS800238
Stock: KTT250063A
Certified Pre-Owned: Yes
Listed since: 07-05-2025- $22,850good price$2,214 below market
- 99,971 miles
- 3 accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- CARMIX (136 mi away)
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Located in Waldorf, MD / 136 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH4JS864850
Stock: 11058
Certified Pre-Owned: No - New Listing
- 116,110 miles
- 8 Seats, 18 City / 24 Hwy MPG
- CarMax Salisbury (120 mi away)
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Located in Salisbury, MD / 120 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: 5TDBKRFH9GS354515
Stock: 27285344
Certified Pre-Owned: No - New Listing
- 118,032 miles
- 1 accident, 2 owners, personal use only
- 8 Seats, 18 City / 24 Hwy MPG
- CarMax Dulles (171 mi away)
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Located in Sterling, VA / 171 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:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDJKRFH8GS500527
Stock: 27696783
Certified Pre-Owned: No - 37,069 miles
- Issue reported, 3 owners, personal use only
- 8 Seats, 20 City / 25 Hwy MPG
- District Auto Group (150 mi away)
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Located in Temple Hills, MD / 150 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- New Listing
- 45,980 miles
- 8 Seats, 18 City / 24 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 Unavailable.
Features and Specs:
20 Combined MPG (18 City/24 Highway)
Listing Information:
VIN: 5TDBKRFH0GS342561
Stock: 26881707
Certified Pre-Owned: No - New Listing
- 120,863 miles
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Dulles (171 mi away)
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Located in Sterling, VA / 171 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH4JS831170
Stock: 27696897
Certified Pre-Owned: No - New Listing
- 97,190 miles
- 8 Seats, 18 City / 24 Hwy MPG
- CarMax Harrisonburg (187 mi away)
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Located in Harrisonburg, VA / 187 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: 5TDJKRFH5GS333155
Stock: 27587847
Certified Pre-Owned: No - $21,995fair price$805 below market
- 74,416 miles
- No accidents, 3 owners, personal use
- 8 Seats, 18 City / 24 Hwy MPG
- Auto Expo (157 mi away)
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Located in Manassas, VA / 157 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: 5TDJKRFH8GS327155
Stock: 327155
Certified Pre-Owned: No - $21,400good price$950 below market
- 84,981 miles
- 1 accident, 3 owners, corporate fleet vehicle
- 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: 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: 5TDJKRFHXGS502618
Stock: P24718
Certified Pre-Owned: No - Price Drop
- 100,095 miles
- 2 accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Gaithersburg (194 mi away)
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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: 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH7JS896515
Stock: 27484395
Certified Pre-Owned: No - 37,709 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax Fayetteville (191 mi away)
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Located in Fayetteville, NC / 191 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH8JS875897
Stock: 25830595
Certified Pre-Owned: No- New Listing
- 81,390 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax White Marsh (182 mi away)
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Located in White Marsh, MD / 182 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH4JS827915
Stock: 27266608
Certified Pre-Owned: No - $18,650fair price$424 below market
- 119,874 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 19 City / 26 Hwy MPG
- Elite Auto Sales of Fayetteville (193 mi away)
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Located in Fayetteville, NC / 193 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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH2JS815959
Stock: 815959
Certified Pre-Owned: No - $23,400fair price$315 above market
- 63,027 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 25 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:
21 Combined MPG (19 City/25 Highway)
Listing Information:
VIN: 5TDKKRFH4GS120945
Stock: P25153
Certified Pre-Owned: No
Showing 85 - 105 out of 2,062 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Wow!
Chris, 03/25/2017
2017 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A)
We traded in our beloved 2007 Highlander for the 2017 because we needed the higher tow capacity. Wow, wow, wow! We feel enveloped in luxury and comfort. The 2017 has a much steadier ride, top quality materials and is more comfortable and roomy. We owned the Sport version previously because I hated the sloppy body roll on the regular 2007 Highlander. The XLE 2017 has a more responsive … ride and corners better, it is much smoother and steadier overall and all of the seats are roomier and very comfortable. Love the telescoping steering wheel, front shelf and pop-up hatch window, too. I am struggling with the new technology, but learning to love and appreciate it fast. The Stop Start system works really well once you get the hang of how and when to use it and is almost undetectable in use. Some of the climate controls are not intuitive (update-after owning this vehicle for one month...I am STILL struggling with the climate controls...only thing I can complain about really) and wondering why MPH not digitally displayed. Hoping this new Highlander is as reliable as our 2007! I am 5'6" husband is 6'5" and we both find it very comfortable, my husband can't stop raving about this vehicle either. Wow! Look forward to every drive now! Update: No issues after a summer of driving and towing. Towing is strong and steady. 1 year update - Vehicle is great, no problems about 10,000 miles. Handles snow and ice superb, my old Highlander did not. Also the 4wd button option has been used numerous times and worked perfectly for the situation for us. EnTune is the only consistent headache for me. It doesn't always work well with my phone/Pandora accounts and I have to reconnect constantly (no Pandora music if I don't). Small issue with rear bumper 'melting' in a small spot near exhaust - Toyota is replacing at no charge. We love the vehicle, it is perfect for our lifestyle of mountain biking, camping, hauling dogs around for hikes and bikes.....2 year update-vehicle running great. No issues.
2022 Update - No issues other than rodent damage repair on a wiring harness.
2023 Update - No issues. Running great.
Used 2016 Toyota Highlander in Chesapeake, VA Values
Estimated values
2016 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 6A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $19,762 | $22,876 | $25,086 |
| Clean | $18,910 | $21,858 | $23,936 |
| Average | $17,491 | $20,163 | $22,019 |
| Rough | $15,645 | $17,958 | $19,528 |
The average list price of a used 2016 Toyota Highlander in Chesapeake, Virginia is $22,649. The average mileage on a used Toyota Highlander 2016 for sale in Chesapeake, Virginia is 87,407. Based on the average mileage of 87,407 for used 2016 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 2016 in Chesapeake, Virginia to be $17,491.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.