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2,385 listings
- $28,487fair price$200 above market
- 93,598 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Joe Maus Chrysler Dodge Jeep Ram of Dublin (442 mi away)
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Located in Dublin, GA / 442 miles away from Naples, FL
White 2021 Toyota Highlander XLE FWD 8-Speed Automatic1 Owner, Leather, Backup Camera, Hands-Free/Bluetooth, *Premium Delivery Service Available*, *...
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: 5TDGZRAH8MS524562
Stock: P4316
Certified Pre-Owned: No
Listed since: 05-15-2025 - $37,999fair price$469 above market
- 39,579 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Henderson, NV / 2,074 miles away from Naples, FL
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: 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS001111
Stock: 8DWYDG
Certified Pre-Owned: No
Listed since: 04-09-2025 - New Listing
- 18,954 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NV to FL*
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Located in Reno, NV / 2,370 miles away from Naples, FL
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH0PS513102
Stock: 27420382
Certified Pre-Owned: No - 17,343 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- Pitts Toyota (445 mi away)
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Located in Dublin, GA / 445 miles away from Naples, FL
Certified. Wind Chill C 2023 Toyota Highlander XSE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp ABS brakes, Active Cruis...
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: 5TDKDRAH7PS028195
Stock: 97351
Certified Pre-Owned: Yes
Listed since: 03-21-2025- New Listing
- 25,545 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Ocala (206 mi away)
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Located in Ocola, FL / 206 miles away from Naples, FL
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDZZRAH9MS068452
Stock: 27300104
Certified Pre-Owned: No - Price Drop
- 22,304 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Murray Chrysler Dodge Jeep Ram Of Starke (260 mi away)
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Located in Starke, FL / 260 miles away from Naples, FL
Certified. CARFAX One-Owner. Moon Dust 2023 Toyota Highlander L LEATHER SEATS, Alloy wheels, Auto High-beam Headlights, Bumpers: body-color, Fully aut...
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: 5TDKDRAHXPS014033
Stock: H014033
Certified Pre-Owned: No
Listed since: 04-28-2025 - New Listing
- 10,275 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Panama City Toyota (366 mi away)
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Located in Panama City, FL / 366 miles away from Naples, FL
CARFAX One-Owner. Certified. Magnetic Gray Metallic 2023 Toyota Highlander L 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic FW...
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: 5TDKDRAH0PS042214
Stock: 294195A
Certified Pre-Owned: No
Listed since: 05-27-2025 - 20,772 miles
- No accidents, 2 owners, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from OK to FL*
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Located in Tulsa, OK / 1,078 miles away from Naples, FL
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH3PS034981
Stock: 26831635
Certified Pre-Owned: No- New Listing
- 34,013 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Mercedes-Benz of South Orlando (160 mi away)
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Located in Orlando, FL / 160 miles away from Naples, FL
CARFAX One-Owner. White WE DELIVER TO YOUR HOME OR OFFICE. ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual z...
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: 5TDKDRAH9PS511350
Stock: SB322577A
Certified Pre-Owned: No
Listed since: 07-26-2023 - 23,239 miles
- No accidents, 2 owners, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Savannah (403 mi away)
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Located in Savannah, GA / 403 miles away from Naples, FL
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH0MS034261
Stock: 26961329
Certified Pre-Owned: No- 2,441 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Phil Smith Kia (100 mi away)
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Located in Lighthouse Point, FL / 100 miles away from Naples, FL
Come to Mark Jacobson Toyota and check out this. 2023 Toyota Highlander L In our two story indoor showroom! Certified. Wind Chill Pearl FWD 8-Speed Au...
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: 5TDKDRAH9PS030630
Stock: 75076A
Certified Pre-Owned: No
Listed since: 10-25-2023- 46,311 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Toyota of Hollywood (94 mi away)
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Located in Hollywood, FL / 94 miles away from Naples, FL
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: 5TDKDRAH8PS011471
Stock: 2022400
Certified Pre-Owned: Yes
Listed since: 01-31-2025- Price Drop
- 23,002 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from GA to FL*
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Located in Norcross, GA / 555 miles away from Naples, FL
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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH6PS005957
Stock: 27355827
Certified Pre-Owned: No - New Listing
- 63,281 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Toyota of Hollywood (94 mi away)
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Located in Hollywood, FL / 94 miles away from Naples, FL
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: 5TDKDRAH4PS006204
Stock: 2020200
Certified Pre-Owned: Yes
Listed since: 01-31-2025 - 46,617 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Toyota of Tampa Bay (138 mi away)
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Located in Tampa, FL / 138 miles away from Naples, FL
NATIONWIDE LIFETIME WARRANTY!! FREE HOME DELIVERY UP TO 75 MILES!! *** CLEAN CARFAX ***, *** CLEAN CARFAX, ONE OWNER ***, ANDROID AUTO, APPLE CARPLAY,...
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: 5TDKDRAH4PS046525
Stock: O046525
Certified Pre-Owned: Yes
Listed since: 05-24-2025- New ListingNot Priced
- 4,229 miles
- 8 Seats, 22 City / 29 Hwy MPG
- Englewood Ford (65 mi away)
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Located in Englewood, FL / 65 miles away from Naples, FL
Evasion AssistFront-Wheel DriveEngine: 2.4L 4-Cyl Turbocharged DOHC VVT-i -inc: 16-valve D-4S injection engine and stop and start engine systemLane Ch...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAHXPS032984
Stock: PS032984
Certified Pre-Owned: No
Listed since: 04-25-2025 - $31,499fair price$245 above market
- 44,255 miles
- 2 accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Southern 441 Toyota (100 mi away)
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Located in Royal Palm Beach, FL / 100 miles away from Naples, FL
2021 Toyota Highlander XLE **FREE LIFETIME POWERTRAIN UNLIMITED WARRANTY!!! See Dealer for Details., REMAINDER OF FACTORY WARRANTY, LOCAL TRADE IN, SE...
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: 5TDGZRAH5MS514684
Stock: 514684P
Certified Pre-Owned: No
Listed since: 05-14-2025 - New ListingNot Priced
- 41,334 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Honda of Fort Myers (30 mi away)
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Located in Fort Myers, FL / 30 miles away from Naples, FL
Recent Arrival! ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated Front ...
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: 5TDKDRAH9PS040879
Stock: B053088A
Certified Pre-Owned: No
Listed since: 05-31-2025 - $31,988fair price$788 above market
- 49,327 miles
- 1 accident, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Toyota of Hollywood (94 mi away)
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Located in Hollywood, FL / 94 miles away from Naples, FL
Pearl 2023 Toyota Highlander LE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp BACKUP CAMERA, BLUETOOTH, POWER PACKAGE, 4-...
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: 5TDKDRAH6PS005264
Stock: T2078300
Certified Pre-Owned: No
Listed since: 05-11-2025 - 14,245 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Phil Smith Kia (100 mi away)
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Located in Lighthouse Point, FL / 100 miles away from Naples, FL
Come to Mark Jacobson Toyota and check out this. 2023 Toyota Highlander LE In our two story indoor showroom! Certified. Black FWD 8-Speed Automatic 2....
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: 5TDKDRAH1PS015944
Stock: P15172
Certified Pre-Owned: No
Listed since: 10-27-2023- 31,240 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Gettel Toyota Ocala (209 mi away)
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Located in Ocala, FL / 209 miles away from Naples, FL
Certified.Midnight Black 2023 Toyota Highlander LimitedCARFAX One-Owner.22/29 City/Highway MPGToyota Gold Certified Details:* Vehicle History* 160 Poi...
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: 5TDKDRAH9PS013360
Stock: A086300A
Certified Pre-Owned: Yes
Listed since: 05-12-2025
Showing 568 - 588 out of 2,385 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Love the vehicle, Infotainment is unusable
bbells, 04/16/2023
2023 Toyota Highlander LE 4dr SUV (2.4L 4cyl Turbo 8A)
Love the gas mileage, 30+mpg in eco mode. Towing capacity. Comfort. Nice vehicle except the "drive connect" app advertisement makes the entertainment system unusable. It will lock up the system for 1 to 10 minutes so no music, no google maps, no phone, nothing, until it decides to clear itself. Toyota says you can pay $200 a year to remove the advertisement by subscribing to drive … connect. This makes it the definition of ransomware. But there is nothing in the app I need or want. Neither ToyotaUSA, their tech department, or the dealer can fix it. I will either be selling the vehicle or replacing the entertainment system when the free trial of drive connect ends in a couple months. For those of us who use their phone for maps, texts or communication the system makes the vehicle unusable. Update: Can't put in different infotainment system, it is integrated into the vehicle. Toyota gave me a free trial of drive connect. Unfortunately anytime i am in an area without internet the display is locked up asking for a password. Can't enter a password until i get into an internet area, then go s back to asking for a password when i leave it. Worthless and unusable. Toyota wouldn't fix it. After 7 months they bought it back from me. Last Toyota.
Used 2021 Toyota Highlander in Naples, FL Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $30,459 | $32,745 | $35,038 |
| Clean | $29,810 | $32,031 | $34,257 |
| Average | $28,729 | $30,842 | $32,955 |
| Rough | $27,324 | $29,296 | $31,262 |
The average list price of a used 2021 Toyota Highlander in Naples, Florida is $39,097. The average mileage on a used Toyota Highlander 2021 for sale in Naples, Florida is 31,995. Based on the average mileage of 31,995 for used 2021 Toyota Highlander for sale in Naples, FL 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 Naples, Florida to be $28,729.
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