Used Toyota Highlander for Sale in Chesterfield, VA
Shop for a versatile Toyota Highlander in the county seat of Chesterfield County, Virginia
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1,388 listings
- Price Drop$17,599good price$1,501 below market
- 107,447 miles
- No accidents, 3 owners, corporate fleet vehicle
- 8 Seats, 18 City / 24 Hwy MPG
- Regnum Auto Motors (96 mi away)
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Located in Manassas, VA / 96 miles away from Chesterfield, 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 - $24,295good price$1,637 below market
- 101,757 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Arch Road DriveTime (6 mi away)
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Located in Richmond, VA / 6 miles away from Chesterfield, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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/26 Highway)
Listing Information:
VIN: 5TDJZRFH3KS714281
Stock: 1630095197
Certified Pre-Owned: No
Listed since: 07-14-2025 - Price Drop$14,500fair price$351 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 (93 mi away)
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Located in Virginia Beach, VA / 93 miles away from Chesterfield, 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 - Price Drop$40,590fair price$647 below market
- 18,829 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana - Richmond (17 mi away)
- Home delivery*
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Located in Richmond, VA / 17 miles away from Chesterfield, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH8PS520362
Stock: 2003776743
Certified Pre-Owned: No
Listed since: 06-25-2025 - $22,095fair price$482 below market
- 107,418 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Mechanicsville DriveTime (16 mi away)
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Located in Henrico, VA / 16 miles away from Chesterfield, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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/26 Highway)
Listing Information:
VIN: 5TDDZRFH7HS461651
Stock: 1630093240
Certified Pre-Owned: No
Listed since: 06-05-2025 - New Listing$18,250good price$1,831 below market
- 92,111 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 18 City / 24 Hwy MPG
- Alpha Motor Sports (60 mi away)
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Located in Fredericksburg, VA / 60 miles away from Chesterfield, 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: 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: 5TDDKRFH3FS163048
Stock: SGF163048
Certified Pre-Owned: No - $14,000good price$715 below market
- 175,413 miles
- No accidents, 3 owners, personal use
- 8 Seats, 18 City / 24 Hwy MPG
- Driveway (89 mi away)
- Home delivery*
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Located in Chesapeake, VA / 89 miles away from Chesterfield, VA
CarFax No Accidents Reported,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Leather Seats,Navigation System,Satellite R...
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: 5TDJKRFH5FS142768
Stock: FS142768A
Certified Pre-Owned: No - $12,990fair price$944 below market
- 118,879 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- The Car Exchange (94 mi away)
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Located in Virginia Beach, VA / 94 miles away from Chesterfield, VA
Come Experience The Car Exchange Difference No haggle pricing No high pressure sales Easy Financing options Great Extended Warranties All cars newly i...
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: 5TDDK3EH7AS030722
Stock: 030722MT
Certified Pre-Owned: No - Price Drop$32,590fair price$336 below market
- 44,360 miles
- 1 accident, 1 owner, corporate fleet vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana - Richmond (17 mi away)
- Home delivery*
Close
Located in Richmond, VA / 17 miles away from Chesterfield, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS012366
Stock: 2003769486
Certified Pre-Owned: No
Listed since: 06-10-2025 - $25,295good price$987 below market
- 95,346 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Arch Road DriveTime (6 mi away)
Close
Located in Richmond, VA / 6 miles away from Chesterfield, VA
Shop at DriveTime: Get started on your personalized car-buying journey today. With no credit impact, you can get approved for your real, personalized ...
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/26 Highway)
Listing Information:
VIN: 5TDJZRFH4KS563659
Stock: 1630093782
Certified Pre-Owned: No
Listed since: 07-02-2025 - $8,997fair price$180 below market
- 157,860 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 17 City / 23 Hwy MPG
- MBL Auto & TRUCKS (48 mi away)
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Located in Woodford, VA / 48 miles away from Chesterfield, VA
2008 Toyota Highlander Sport AWD 4dr SUV 3.5L V6 Gasoline Automatic 5-Speed AWD **WE FINANCE PEOPLE WITH ALL TYPES OF CREDIT.** TOTAL PRICES ON...
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: JTEES43A582097753
Stock: MB097753
Certified Pre-Owned: No - $43,500fair price$743 below market
- 15,180 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Battlefield Toyota (76 mi away)
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Located in Culpeper, VA / 76 miles away from Chesterfield, VA
++TOYOTA CERTIFIED EXTENDED WARRANTY INCLUDED++ ++1-OWNER++ XLE PACKAGE++ CYPRESS GREEEN++ DEALER OWNED// MAINTAINED++ AWD++ 2024 Toyota Highlander X...
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBHXRS555908
Stock: R5526
Certified Pre-Owned: Yes
Listed since: 07-07-2025 - Price Drop$34,000good price$2,443 below market
- 20,448 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Auto Giants Mitsubishi (96 mi away)
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Located in Manassas, VA / 96 miles away from Chesterfield, VA
Summer is Heating Up!2021 Toyota Highlander XLE Ruby Flare PearlKEY FEATURES INCLUDE:, AWD, APPLE CARPLAY, ANDROID AUTO, TOUCHSCREEN/ INFOTAINMENT, LE...
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: 5TDGZRBH8MS557849
Stock: U2746
Certified Pre-Owned: No
Listed since: 07-03-2025 - Price Drop$37,900fair price$463 above market
- 36,671 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Hall Toyota Virginia Beach (95 mi away)
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Located in Virginia Beach, VA / 95 miles away from Chesterfield, VA
Blueprint 2024 Toyota Highlander LE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp18" Painted Alloy Wheels, 3.329 Axle R...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH4RS547255
Stock: 22255037A
Certified Pre-Owned: No
Listed since: 06-09-2025 - Price Drop$18,605fair price$345 below market
- 141,768 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Bayside Pre-Owned Super Center Hollywood (86 mi away)
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Located in Hollywood, MD / 86 miles away from Chesterfield, 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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH1HS525433
Stock: HS525433B
Certified Pre-Owned: No
Listed since: 06-27-2025 - $33,400good price$1,736 below market
- 51,298 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Haley Certified Preowned (7 mi away)
- Home delivery*
Close
Located in Richmond, VA / 7 miles away from Chesterfield, VA
*Vehicle pricing excludes tax, title, tags, $799 processing fee, and $319 fee for theft protection etch.*
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH2PS009067
Stock: J6830
Certified Pre-Owned: No
Listed since: 05-13-2025 - New Listing$26,995fair price$369 above market
- 88,192 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Hyman Bros INFINITI of Richmond (7 mi away)
Close
Located in Midlothian, VA / 7 miles away from Chesterfield, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDJZRFH2JS551945
Stock: P30756
Certified Pre-Owned: No
Listed since: 06-19-2025 - Price Drop$6,899fair price$409 below market
- 197,210 miles
- No accidents, 3 owners, personal use
- 7 Seats, 17 City / 23 Hwy MPG
- 518 Auto Sales (84 mi away)
Close
Located in Norfolk, VA / 84 miles away from Chesterfield, 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: JTEES41A292127599
Stock: 11797
Certified Pre-Owned: No
Listed since: 07-17-2025 - $30,800good price$2,044 below market
- 55,253 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- First Team Subaru Norfolk (88 mi away)
Close
Located in Norfolk, VA / 88 miles away from Chesterfield, VA
Silver 2023 Toyota Highlander L FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hpThe 2023 Toyota Highlander LE is a popular ...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS502757
Stock: NB1635
Certified Pre-Owned: No
Listed since: 06-23-2025 - $8,995fair price$153 below market
- 188,194 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 17 City / 22 Hwy MPG
- Patriot Auto Group (76 mi away)
Close
Located in Stafford, VA / 76 miles away from Chesterfield, VA
2013 TOYOTA HIGHLANDER IN GREAT SHAPE INSIDE AND OUT LOADED WITH; **BACKUP CAMRA**,**BLUETOOTH CAPABLE**, **AUX JACK**, **WEEKLY SPECIAL**, **NEW OIL ...
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: 5TDBK3EH0DS236394
Stock: P6394
Certified Pre-Owned: No - New Listing$39,590fair price$1,441 below market
- 43,664 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana - Richmond (17 mi away)
- Home delivery*
Close
Located in Richmond, VA / 17 miles away from Chesterfield, 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH6PS505568
Stock: 2003884678
Certified Pre-Owned: No
Listed since: 07-29-2025
Showing 22 - 42 out of 1,388 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.