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2,069 listings
- New Listing
- 105,087 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- West Broad Hyundai (96 mi away)
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Located in Richmond, VA / 96 miles away from Chesapeake, VA
20/27 City/Highway MPG Awards: * ALG Residual Value Awards, Residual Value Awards See the rest of our inventory at: WESTBROADHYUNDAI.COM.
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH8MS524382
Stock: 257432A
Certified Pre-Owned: No
Listed since: 05-31-2025 - New Listing
- 92,031 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Cartown (155 mi away)
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Located in Manassas, VA / 155 miles away from Chesapeake, VA
All our Vehicles goes through VA safety inspection before listing for sales. Fresh oil change and filter (Mobil 1) and all fluids have either been cha...
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: 5TDGZRBH5MS112663
Stock: cti2105
Certified Pre-Owned: No - 49,607 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Wilmington (194 mi away)
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Located in Wilmington, NC / 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: 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: Yes
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDZZRAH0MS076066
Stock: 27723749
Certified Pre-Owned: No- 51,583 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Frederick (173 mi away)
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Located in Gaithersburg, MD / 173 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH0MS082651
Stock: 27565827
Certified Pre-Owned: No- 82,203 miles
- Frame damage reported, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Xride Cars (148 mi away)
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Located in Raleigh, NC / 148 miles away from Chesapeake, VA
We are proud to present: CARFAX One-Owner. White 2021 Toyota Highlander L FWD 8-Speed Automatic 3.5L V6 DOHC Highlander L, 4D Sport Utility, 3.5L V6 D...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH1MS041672
Stock: 041672
Certified Pre-Owned: No- Price Drop$21,995great price$3,681 below market
- 83,162 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Jacksonville Kia (149 mi away)
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Located in Jacksonville, NC / 149 miles away from Chesapeake, VA
Priced below KBB Fair Purchase Price! Jacksonville Kia is delighted to offer this gorgeous 2020 Toyota Highlander Midnight Black Metallic L with the f...
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/29 Highway)
Listing Information:
VIN: 5TDZZRAH6LS030546
Stock: 22PC0076
Certified Pre-Owned: No
Listed since: 04-04-2025 - 92,032 miles
- No accidents, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Kargar Motors (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH6MS059455
Stock: KMM8582
Certified Pre-Owned: No- 153,237 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Olympia Pre-Owned Auto (149 mi away)
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Located in Raleigh, NC / 149 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH8MS044441
Stock: 044441
Certified Pre-Owned: No- 54,161 miles
- Frame damage reported, 2 owners, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Kargar Motors (156 mi away)
Close
Located in Manassas, VA / 156 miles away from Chesapeake, VA
BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH0MS099993
Stock: KMM12668
Certified Pre-Owned: No- New Listing
- 48,917 miles
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Capital Boulevard (142 mi away)
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Located in Raleigh, NC / 142 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH7MS546521
Stock: 27098337
Certified Pre-Owned: No - 51,451 miles
- 2 accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- M and B Auto Group (156 mi away)
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Located in Bealeton, VA / 156 miles away from Chesapeake, VA
**ONE OWNER** 2021 TOYOTA HIGHLANDER AWD with powerful 3.5L V6 DOHC -INC 24-VALVE D-4S INJECTION engine and driven 51451 miles!CARFAX CERTIFIED**FINA...
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: Yes
Lemon Status: No
Free History Report: No
Features and Specs:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH3MS548508
Stock: mda5050
Certified Pre-Owned: No- 84,598 miles
- Frame damage reported, 1 owner, corporate fleet vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- CarHub (138 mi away)
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Located in Stafford, VA / 138 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH9MS107983
Stock: 107983
Certified Pre-Owned: No- 54,525 miles
- Frame damage reported, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Kargar Motors (156 mi away)
Close
Located in Manassas, VA / 156 miles away from Chesapeake, VA
BUYING A CAR HAS NEVER BEEN THIS EASY.We specialize in 100% GUARANTEED APPROVAL. BAD CREDIT, NO CREDIT, BANKRUPTCY, REPO, FORECLOSURE...NO PROBLEM. NO...
AutoCheck Vehicle History Summary
Accident Free Vehicle: Yes
Personal Use Only: Yes
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDLZRAH1MS051652
Stock: KMM13546
Certified Pre-Owned: No- Price Drop$30,000great price$2,192 below market
- 38,380 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 20 City / 27 Hwy MPG
- Heritage Honda of Westminster (200 mi away)
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Located in Westminster, MD / 200 miles away from Chesapeake, VA
Recent Arrival! **ALL WHEEL DRIVE**, **POWER SEAT**, **APPLE CARPLAY/ANDROID AUTO**, **BACKUP CAMERA**, **HANDS FREE BLUETOOTH**, **POWER LIFTGATE**, ...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDBZRBH3NS579639
Stock: MU579639
Certified Pre-Owned: No
Listed since: 06-17-2025 - Price Drop$39,488great price$3,226 below market
- 23,911 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Johnson Lexus of Raleigh (144 mi away)
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Located in Raleigh, NC / 144 miles away from Chesapeake, VA
Get the perfect combination of style, performance, and technology with this 2022 Toyota Highlander XSE, featuring just 23,910 miles, 1 owner, and a cl...
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: 5TDLZRBH0NS203534
Stock: P12104A
Certified Pre-Owned: No
Listed since: 05-29-2025 - Price Drop$28,500great price$3,143 below market
- 79,006 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Hanna Imports (148 mi away)
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Located in Raleigh, NC / 148 miles away from Chesapeake, VA
Leather Seats, Bluetooth, *Multi Point Inspection*, *Carfax Accident Free*, Highlander XLE, Apple CarPlay/Android Auto, Heated Front Bucket Seats, Pow...
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/29 Highway)
Listing Information:
VIN: 5TDGZRAH3NS539472
Stock: 3021617A
Certified Pre-Owned: No
Listed since: 05-28-2025 - $29,451great price$2,949 below market
- 80,046 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Bill Page Toyota (157 mi away)
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Located in Falls Church, VA / 157 miles away from Chesapeake, VA
Certified. 2022 Toyota Highlander XLE Magnetic Gray FWD 8-Speed Automatic 3.5L V6 DOHCToyota Safety Sense 2.5+ Pre-Collision System with Pedestrian De...
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/29 Highway)
Listing Information:
VIN: 5TDGZRAH4NS112673
Stock: 84648A
Certified Pre-Owned: Yes
Listed since: 06-23-2025 - Price Drop$29,250great price$2,588 below market
- 71,191 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Preston Ford of Denton (149 mi away)
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Located in Denton, MD / 149 miles away from Chesapeake, VA
Highlander XLE, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, FWD, White, Graphite w/Leather Seat Trim.Priced below KBB Fair Purchase Price! 21/2...
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/29 Highway)
Listing Information:
VIN: 5TDGZRAH7NS540219
Stock: DX240564B
Certified Pre-Owned: No
Listed since: 06-06-2025 - 56,710 miles
- Insurance loss reported, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Select Cars of Thornburg (123 mi away)
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Located in Fredericksburg, VA / 123 miles away from Chesapeake, VA
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH0MS540365
Stock: 540365
Certified Pre-Owned: No- $30,500great price$2,080 below market
- 38,369 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Koons Tysons Chrysler Dodge Jeep Ram (161 mi away)
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Located in Vienna, VA / 161 miles away from Chesapeake, VA
Recent Arrival! 2022 Toyota Highlander LE AWD Magnetic Gray Metallic!!! FINANCE AVAILABLE !!!*** LED HEADLIGHTS *** APPLE CARPLAY AND ANDROID AUTO...
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: 5TDBZRBH3NS582248
Stock: KTJP220018
Certified Pre-Owned: No
Listed since: 06-25-2025 - Price Drop$34,338great price$3,372 below market
- 37,855 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Reynolds Subaru (147 mi away)
Close
Located in Orange, VA / 147 miles away from Chesapeake, VA
CARFAX One-Owner. Silver 2022 Toyota Highlander XSE AWD 8-Speed Automatic 3.5L V6 DOHC **SUNROOF/MOONROOF**, **LEATHER**, **ONE OWNER**, **STILL UNDER...
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: 5TDLZRBH5NS208406
Stock: 38892P
Certified Pre-Owned: No
Listed since: 05-03-2025
Showing 43 - 63 out of 2,069 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2021 Toyota Highlander in Chesapeake, VA Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $28,147 | $30,254 | $32,367 |
| Clean | $27,548 | $29,595 | $31,645 |
| Average | $26,549 | $28,496 | $30,443 |
| Rough | $25,251 | $27,067 | $28,879 |
The average list price of a used 2021 Toyota Highlander in Chesapeake, Virginia is $29,734. The average mileage on a used Toyota Highlander 2021 for sale in Chesapeake, Virginia is 68,003. Based on the average mileage of 68,003 for used 2021 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 2021 in Chesapeake, Virginia to be $26,549.
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