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2,498 listings
- $38,881great price$2,988 below market
- 13,525 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Arlington Toyota Jacksonville (286 mi away)
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Located in Jacksonville, FL / 286 miles away from Naples, FL
Odometer is 23782 miles below market average!CERTIFIED BY CARFAX - ONE OWNER, REMAINDER OF FACTORY WARRANTY STILL APPLIES, BACKUP CAMERA, BLUETOOTH HA...
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: 5TDKDRAH5PS520451
Stock: AX20440
Certified Pre-Owned: Yes
Listed since: 04-07-2025 - Price Drop$32,990great price$3,517 below market
- 50,563 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Oklahoma City, OK / 1,134 miles away from Naples, FL
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: 5TDKDRAH0PS500429
Stock: 2003659661
Certified Pre-Owned: No
Listed since: 04-28-2025 - $40,992great price$3,238 below market
- 19,428 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Freehold, NJ / 1,062 miles away from Naples, FL
CarFax No Accidents Reported,CarFax 1-Owner,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless S...
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: 5TDKDRBH1PS516587
Stock: SX296503A
Certified Pre-Owned: No - New Listing$29,998good price$2,400 below market
- 45,899 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from VA to FL*
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Located in Harrisonburg, VA / 861 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: 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: 5TDKDRAH3PS503227
Stock: 27184661
Certified Pre-Owned: No - Price Drop$32,711good price$3,392 below market
- 17,612 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Fort Myers Mitsubishi (30 mi away)
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Located in Fort Myers, FL / 30 miles away from Naples, FL
CARFAX One-Owner. Magnetic Gray Metallic 2023 Toyota Highlander L 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp FWD APPLE CAR PLAY/ ANDROID 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: 5TDKDRAH5PS503925
Stock: 226FMU
Certified Pre-Owned: No
Listed since: 02-23-2025 - Price Drop$30,977great price$2,581 below market
- 70,569 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Toyota Of Clermont (163 mi away)
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Located in Clermont, FL / 163 miles away from Naples, FL
Certified. Magnetic Gray 2023 Toyota Highlander XLE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp TOYOTA CERTIFIED/7 YR /...
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: 5TDKDRAH2PS039282
Stock: 5670141A
Certified Pre-Owned: Yes
Listed since: 05-01-2025 - New Listing$33,998great price$4,813 below market
- 37,938 miles
- No accidents, 3 owners, personal use only
- 8 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: 5TDKDRBH3PS014373
Stock: 27447376
Certified Pre-Owned: No - Price Drop$30,991great price$3,170 below market
- 43,593 miles
- 2 accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- George Moore Chevrolet (286 mi away)
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Located in Jacksonville, FL / 286 miles away from Naples, FL
You really can't beat the long-term reliability of this LOW-Mile, One-Owner 2021 Toyota Highlander XLEThe only thing better than you're owning this ...
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: 5TDGZRAH6MS051552
Stock: P9332
Certified Pre-Owned: No
Listed since: 03-06-2025 - New Listing$32,933great price$3,427 below market
- 35,196 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Venice Toyota (77 mi away)
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Located in Venice, FL / 77 miles away from Naples, FL
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: 5TDYZRAH7MS085097
Stock: MS085097
Certified Pre-Owned: Yes
Listed since: 05-16-2025 - $30,681great price$2,516 below market
- 48,076 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Arlington Toyota Jacksonville (286 mi away)
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Located in Jacksonville, FL / 286 miles away from Naples, FL
CERTIFIED BY CARFAX - ONE OWNER, REMAINDER OF FACTORY WARRANTY STILL APPLIES, BACKUP CAMERA, BLUETOOTH HANDS FREE, ANDROID AUTO, APPLE CARPLAY, POWER ...
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: 5TDKDRBHXPS015326
Stock: AX19942
Certified Pre-Owned: No
Listed since: 02-20-2025 - $28,900great price$2,669 below market
- 62,430 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Venice Toyota (77 mi away)
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Located in Venice, FL / 77 miles away from Naples, FL
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: 5TDGZRAH6MS089072
Stock: MS089072
Certified Pre-Owned: Yes
Listed since: 05-13-2025 - New Listing$38,881great price$2,493 below market
- 39,137 miles
- No accidents, 3 owners, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Arlington Toyota Jacksonville (286 mi away)
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Located in Jacksonville, FL / 286 miles away from Naples, FL
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: 5TDKDRBH7PS524368
Stock: 57161A
Certified Pre-Owned: Yes
Listed since: 05-18-2025 - $32,288good price$3,207 below market
- 43,910 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Tropical Chevrolet (97 mi away)
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Located in Miami Shores, FL / 97 miles away from Naples, FL
CARFAX One-Owner. 2023 Toyota Highlander L Price is plus tax, tag, title, registration, any dealer-installed accessories, and a pre-delivery s. 22/2...
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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH2PS005150
Stock: R18542
Certified Pre-Owned: No
Listed since: 04-19-2025 - Price Drop$34,000great price$1,897 below market
- 56,825 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Bozard Ford Lincoln (259 mi away)
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Located in Saint Augustine, FL / 259 miles away from Naples, FL
Thank you for taking the time to look at this superb 2021 Toyota Highlander ***OUR GREAT PRICE IS JUST THE BEGINNING***20/27 City/Highway MPG Moon D...
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: 5TDDZRBH5MS085225
Stock: 252164A
Certified Pre-Owned: No
Listed since: 04-23-2025 - $35,998good price$1,825 below market
- 37,057 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Bonita Beach Mitsubishi (11 mi away)
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Located in Bonita Springs, FL / 11 miles away from Naples, FL
Welcome to Bonita Beach Mitsubishi where we take the risk out of purchasing a preowned vehicle. We provide all noncommercial vehicles 6 to 15 model ye...
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: 5TDLZRBH2MS099191
Stock: P0250B
Certified Pre-Owned: No
Listed since: 04-16-2025 - $32,999fair price$581 below market
- 34,980 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Enterprise Car Sales (In-stock online)
- Home delivery*
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Located in Virginia Beach, VA / 807 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: 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: 5TDKDRAH1PS520222
Stock: 8FVSFG
Certified Pre-Owned: No
Listed since: 04-10-2025 - $22,700great price$1,860 below market
- 103,070 miles
- 1 accident, 2 owners, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- Doral Toyota (89 mi away)
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Located in Doral, FL / 89 miles away from Naples, FL
Contact dealer for more information
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: 5TDZZRAH1MS067053
Stock: 043644A
Certified Pre-Owned: No
Listed since: 04-30-2025 - Price Drop$32,989good price$2,647 below market
- 20,070 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Gatorland Toyota (244 mi away)
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Located in Gainesville, FL / 244 miles away from Naples, FL
-Priced Below The Market Average- Lane Assist, Blind Spot Assist, Backup Camera, Bluetooth, and 3rd Row Seating -Carfax One Owner- -Certified- -Low Mi...
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: 5TDKDRAH0PS024912
Stock: 6257005A
Certified Pre-Owned: Yes
Listed since: 04-27-2025 - Price Drop$30,990good price$1,504 below market
- 55,279 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Richmond, VA / 828 miles away from Naples, FL
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: 5TDKDRAH9PS032037
Stock: 2003617452
Certified Pre-Owned: No
Listed since: 04-15-2025 - New Listing$33,998fair price$749 below market
- 14,274 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from IL to FL*
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Located in Naperville, IL / 1,141 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: 5TDKDRAH2PS030596
Stock: 27500928
Certified Pre-Owned: No - $26,995good price$2,238 below market
- 49,421 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Lexus of Tampa Bay (135 mi away)
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Located in Tampa, FL / 135 miles away from Naples, FL
3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsGraphite; Fabric Seat TrimL Grade PackageOpulent AmberThis vehicle...
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: 5TDCZRBH6MS084936
Stock: MS084936
Certified Pre-Owned: No
Listed since: 03-20-2025
Showing 295 - 315 out of 2,498 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 2023 Toyota Highlander in Naples, FL Values
Estimated values
2023 Toyota Highlander XLE 4dr SUV (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $28,997 | $30,817 | $32,869 |
| Clean | $28,634 | $30,398 | $32,389 |
| Average | $28,028 | $29,701 | $31,587 |
| Rough | $27,241 | $28,794 | $30,545 |
The average list price of a used 2023 Toyota Highlander in Naples, Florida is $32,661. The average mileage on a used Toyota Highlander 2023 for sale in Naples, Florida is 42,802. Based on the average mileage of 42,802 for used 2023 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 2023 in Naples, Florida to be $28,028.
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