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2,192 listings
- Price Drop$42,295fair price$563 below market
- 21,693 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Fitzgerald Toyota Gaithersburg (176 mi away)
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Located in Gaithersburg, MD / 176 miles away from Chesapeake, VA
You won't want to miss this excellent value! Pure practicality in a stylish package. Turbocharger technology provides forced air induction, enhancing ...
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: 5TDKDRBH0RS544383
Stock: ER44383
Certified Pre-Owned: No
Listed since: 04-16-2025 - New Listing$37,998good price$1,252 below market
- 23,362 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Naples, FL / 800 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBHXNS213876
Stock: 27159513
Certified Pre-Owned: No - New Listing$33,998good price
- 17,515 miles
- No accidents, 1 owner, corporate fleet vehicle
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to VA*
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Located in Richmond, TX / 1,228 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: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDZZRAHXNS141099
Stock: 27295028
Certified Pre-Owned: No - $42,525fair price$575 below market
- 16,263 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Capital Subaru of Greenville (105 mi away)
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Located in Winterville, NC / 105 miles away from Chesapeake, VA
Capital Subaru of Greenville is pumped up to offer this superb-looking 2024 Toyota Highlander Midnight Black Metallic XLE with the following features:...
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: 5TDKDRAH2RS538229
Stock: SPK4138A
Certified Pre-Owned: No
Listed since: 04-14-2025 - $30,398good price$2,494 below market
- 50,226 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Miami, FL / 807 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDZZRAH2NS556580
Stock: 7V7XXX
Certified Pre-Owned: No
Listed since: 05-16-2025 - $39,298good price$1,973 below market
- 30,516 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Bill Page Toyota (156 mi away)
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Located in Falls Church, VA / 156 miles away from Chesapeake, VA
Certified. 2024 Toyota Highlander LE Midnight Black AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hpToyota Safety Sense 2.5+...
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: 5TDKDRBH3RS552056
Stock: P8512
Certified Pre-Owned: Yes
Listed since: 05-08-2025 - Price Drop$37,295good price$2,384 below market
- 17,075 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Ramsey, NJ / 319 miles away from Chesapeake, VA
CarFax No Accidents Reported,CarFax 1-Owner,Low Mileage,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Sea...
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: 5TDHZRBH7NS581226
Stock: T25972SP
Certified Pre-Owned: No - Price Drop$42,590fair price$841 below market
- 19,284 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 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: 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: 5TDKDRAH0RS538293
Stock: 2003750229
Certified Pre-Owned: No
Listed since: 05-17-2025 - Price Drop$40,000good price$1,402 below market
- 19,004 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 28 Hwy MPG
- Ourisman Toyota 40 (186 mi away)
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Located in Edgewood, MD / 186 miles away from Chesapeake, VA
**Apple Car Play**Heated Seats**Leather**Moonroof**AWD**Clean CARFAX. 21/28 City/Highway MPG This 2024 Black Toyota Highlander XSE AWD is well equip...
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: 5TDKDRBH7RS540847
Stock: A2704
Certified Pre-Owned: No
Listed since: 05-19-2025 - Price Drop$46,997fair price$343 below market
- 3,231 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Lindsay Volkswagen of Manassas (156 mi away)
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Located in Manassas, VA / 156 miles away from Chesapeake, VA
TRANSPARENT PRICING, NO RECONDITIONING FEE CHARGED TO OUR CUSTOMERS, 12.3 MULTIMEDIA WITH JBL AUDIO!!, 4D Sport Utility, 2.4L I4 PDI Turbocharged DOHC...
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: 5TDKDRBHXRS574698
Stock: V904346B
Certified Pre-Owned: No
Listed since: 05-24-2025 - $36,998good price$1,654 below market
- 53,254 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IN to VA*
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Located in Indianapolis, IN / 581 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBH9NS572624
Stock: 27177244
Certified Pre-Owned: No - New Listing$41,321fair price$672 below market
- 16,570 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Leith Toyota (143 mi away)
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Located in Raleigh, NC / 143 miles away from Chesapeake, VA
Clean CARFAX. CARFAX One-Owner. Magnetic Gray Metallic 2024 Toyota Highlander LE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 ...
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: 5TDKDRAH6RS528187
Stock: T528187P
Certified Pre-Owned: Yes
Listed since: 06-06-2025 - Price Drop$38,998fair price$972 below market
- 16,343 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to VA*
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Located in Spokane Valley, WA / 2,203 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: 5TDHZRBH6NS198815
Stock: 27099329
Certified Pre-Owned: No - Price Drop$35,998fair price$545 below market
- 21,559 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Miami Lakes, FL / 785 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH6NS547842
Stock: 27241834
Certified Pre-Owned: No - Price Drop$39,998fair price$720 above market
- 15,652 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from SC to VA*
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Located in Columbia, SC / 333 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: 5TDGZRBH5NS573217
Stock: 27264098
Certified Pre-Owned: No - New Listing$41,590good price$1,630 below market
- 14,289 miles
- 1 accident, 3 owners, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Indianapolis, IN / 578 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDDZRBHXNS255855
Stock: 2003495946
Certified Pre-Owned: No
Listed since: 03-18-2025 - Price Drop$33,998good price$2,364 below market
- 35,002 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from FL to VA*
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Located in Fort Myers, FL / 774 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAHXNS116789
Stock: 27313154
Certified Pre-Owned: No - Price Drop$38,854fair price$612 below market
- 35,798 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Beach Ford Virginia Beach (11 mi away)
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Located in Virginia Beach, VA / 11 miles away from Chesapeake, VA
Vehicle DetailsDiscover the perfect blend of style, performance, and versatility with this 2022 Toyota Highlander XSE. With 35,798 miles on th...
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: 5TDLZRBH3NS177821
Stock: 5T5355A
Certified Pre-Owned: No
Listed since: 04-22-2025 - New Listing$35,198good price$2,094 below market
- 45,756 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
Close
Located in Augusta, GA / 398 miles away from Chesapeake, VA
Transfer of vehicle from another location to your neighborhood Enterprise Car Sales may require payment of a non-refundable transfer fee to begin the ...
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: 5TDGZRAH6NS560493
Stock: 8D74WY
Certified Pre-Owned: No
Listed since: 05-07-2025 - Price Drop$34,000fair price$28 below market
- 36,676 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 27 Hwy MPG
- Hall Toyota Virginia Beach (13 mi away)
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Located in Virginia Beach, VA / 13 miles away from Chesapeake, VA
Celestial Silver Metallic 2020 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC AWD, Front dual zone A/C.AWD, Front dual zone A/C, 18" Machi...
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: 5TDHZRBH8LS510985
Stock: 24255528A
Certified Pre-Owned: No
Listed since: 05-06-2025 - $34,495good price$1,775 below market
- 35,259 miles
- No accidents, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- FC Auto Sales & Service (158 mi away)
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Located in Falls Church, VA / 158 miles away from Chesapeake, VA
Check out this great value! This spectacularly designed vehicle challenges higher-priced competitors in its class! Toyota infused the interior with to...
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: 5TDGZRBH4NS565920
Stock: 565920
Certified Pre-Owned: No
Listed since: 03-13-2025
Showing 253 - 273 out of 2,192 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Rolling again
Ken S, 10/28/2021
2022 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
Just replaced a 2018 Highlander due to accident. Of course the car is comfortable and nice to drive but I especially appreciate it after the accident. The 2018 was totaled because of a head on collision. My wife and I only had minor injuries that I attribute to the strength of the vehicle and the air bags that completely isolated us.
Used 2024 Toyota Highlander in Chesapeake, VA Values
Estimated values
2024 Toyota Highlander XLE 4dr SUV AWD (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $34,533 | $36,126 | $38,058 |
| Clean | $34,235 | $35,768 | $37,632 |
| Average | $33,738 | $35,170 | $36,922 |
| Rough | $33,091 | $34,394 | $35,999 |
The average list price of a used 2024 Toyota Highlander in Chesapeake, Virginia is $38,326. The average mileage on a used Toyota Highlander 2024 for sale in Chesapeake, Virginia is 25,920. Based on the average mileage of 25,920 for used 2024 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 2024 in Chesapeake, Virginia to be $33,738.
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