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2,504 listings
- New Listing
- 25,545 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Ocala (214 mi away)
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Located in Ocola, FL / 214 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 - New Listing
- 10,275 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Panama City Toyota (372 mi away)
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Located in Panama City, FL / 372 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 - New Listing
- 21,061 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
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Located in Charlotte, NC / 635 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: 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: 5TDKDRAH6PS008715
Stock: 2003773528
Certified Pre-Owned: No
Listed since: 05-30-2025 - 23,239 miles
- No accidents, 2 owners, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Savannah (412 mi away)
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Located in Savannah, GA / 412 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 (103 mi away)
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Located in Lighthouse Point, FL / 103 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- 27,092 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Butler Toyota (488 mi away)
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Located in Macon, GA / 488 miles away from Naples, FL
**GOLD CERTIFIED** Thank you for choosing Butler Toyota, this Wind Chill Pearl 2023 Toyota Highlander Limited is a great choice! Check out the followi...
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: 5TDKDRAH2PS015676
Stock: Y12882
Certified Pre-Owned: Yes
Listed since: 04-26-2025- 46,311 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Toyota of Hollywood (96 mi away)
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Located in Hollywood, FL / 96 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 / 563 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 (96 mi away)
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Located in Hollywood, FL / 96 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 (145 mi away)
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Located in Tampa, FL / 145 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
- 41,334 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Honda of Fort Myers (38 mi away)
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Located in Fort Myers, FL / 38 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$757 above market
- 49,327 miles
- 1 accident, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Toyota of Hollywood (96 mi away)
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Located in Hollywood, FL / 96 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 (103 mi away)
Close
Located in Lighthouse Point, FL / 103 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- New Listing
- 32,955 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Dale Earnhardt JR. Buick GMC Cadillac (340 mi away)
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Located in Tallahassee, FL / 340 miles away from Naples, FL
EPA 29 MPG Hwy/22 MPG City! GREAT MILES 32,955! XLE trim. Moonroof, Third Row Seat, Heated Seats, iPod/MP3 Input, Satellite Radio, Back-Up Camera, Qua...
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: 5TDKDRAH9PS011575
Stock: S61781B
Certified Pre-Owned: No
Listed since: 05-29-2025 - Price Drop
- 31,240 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Gettel Toyota Ocala (217 mi away)
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Located in Ocala, FL / 217 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 - New Listing$41,590great price$4,959 below market
- 24,279 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Charlotte, NC / 635 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH2RS531344
Stock: 2003647215
Certified Pre-Owned: No
Listed since: 04-22-2025 - New Listing
- 25,747 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Charlotte, NC / 635 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: 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: 5TDKDRAH9PS008143
Stock: 2003743926
Certified Pre-Owned: No
Listed since: 05-26-2025 - 29,443 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Beaver Toyota of St. Augustine (262 mi away)
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Located in Saint Augustine, FL / 262 miles away from Naples, FL
CARFAX One-Owner. Certified. EXCLUSIVE BEAVER CERTIFIED 7Year/100,000 Powertrain and 12 mos/12,000 mile Bumper to Bumper Included, 7 Year/Up To 100,00...
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: 5TDKDRAH1PS505283
Stock: A20173C
Certified Pre-Owned: No
Listed since: 05-10-2025- 25,215 miles
- No accidents, 2 owners, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- Daniels Chevrolet (453 mi away)
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Located in Swainsboro, GA / 453 miles away from Naples, FL
Safe and reliable, this Used 2023 Toyota Highlander L lets you cart everyone and everything you need in one vehicle. This Toyota Highlander comes equi...
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: 5TDKDRBH5PS044670
Stock: SC093191A
Certified Pre-Owned: No
Listed since: 05-07-2025- 60,605 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Enterprise Car Sales Clermont (172 mi away)
- Home delivery*
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Located in Clermont, FL / 172 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDJZRAH1MS040027
Stock: 8D23HF
Certified Pre-Owned: No
Listed since: 05-01-2025- 26,236 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from CA to FL*
Close
Located in Roseville, CA / 2,443 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: 5TDKDRAH0PS008368
Stock: 27420904
Certified Pre-Owned: No
Showing 589 - 609 out of 2,504 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 LE 4dr SUV (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $26,364 | $28,730 | $31,104 |
| Clean | $25,802 | $28,104 | $30,410 |
| Average | $24,867 | $27,061 | $29,254 |
| Rough | $23,651 | $25,704 | $27,752 |
The average list price of a used 2021 Toyota Highlander in Naples, Florida is $39,985. The average mileage on a used Toyota Highlander 2021 for sale in Naples, Florida is 30,928. Based on the average mileage of 30,928 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 $24,867.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.