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2,315 listings
- 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 - 30,157 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Phillips Toyota (183 mi away)
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Located in Leesburg, FL / 183 miles away from Naples, FL
One Owner, Nonsmoker, Local Trade, Leather Seats, Sunroof, Navigation, 3rd Row Seating, Backup Camera, Keyless Entry, *Carfax Accident Free*, 360° Cam...
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: 5TDFZRAH9MS065103
Stock: 250979A
Certified Pre-Owned: No
Listed since: 05-07-2025- 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- 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$40,964great price$7,910 below market
- 8,692 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Franklin Toyota (431 mi away)
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Located in Statesboro, GA / 431 miles away from Naples, FL
Recent Arrival! CARFAX One-Owner. Clean CARFAX.Magnetic Gray 2024 Toyota Highlander LE AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SU...
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/28 Highway)
Listing Information:
VIN: 5TDKDRBH5RS549451
Stock: 45403A1
Certified Pre-Owned: No
Listed since: 03-19-2025 - 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- $31,499fair price$107 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 Listing$36,991fair price$573 above market
- 32,309 miles
- 7 Seats, 22 City / 29 Hwy MPG
- Miracle Toyota (135 mi away)
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Located in Haines City, FL / 135 miles away from Naples, FL
Recent Arrival! Certified CARFAX One-Owner. Clean CARFAX.Miracle Toyota is proud to offer this stunning 2023 Toyota Highlander in Wind Chill Pearl. Th...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH1PS520267
Stock: PS520267
Certified Pre-Owned: No
Listed since: 05-31-2025 - New Listing
- 25,155 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from VA to FL*
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Located in Roanoke, VA / 776 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: 5TDKDRAH2PS047110
Stock: 27286538
Certified Pre-Owned: No - $31,988fair price$871 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- 29,443 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Beaver Toyota of St. Augustine (254 mi away)
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Located in Saint Augustine, FL / 254 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 (445 mi away)
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Located in Swainsboro, GA / 445 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- 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 / 2,441 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- 31,572 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- CarMax Jacksonville (287 mi away)
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Located in Jacksonville, FL / 287 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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDFZRBH7MS124521
Stock: 27309512
Certified Pre-Owned: No- New Listing
- 33,533 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- McElveen Buick GMC (483 mi away)
Close
Located in Summerville, SC / 483 miles away from Naples, FL
Moon Dust 2023 Toyota Highlander LE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 3rd row seats: split-bench, Exterior Pa...
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: 5TDKDRAH8PS046379
Stock: 253329A
Certified Pre-Owned: No
Listed since: 04-29-2025
Showing 547 - 567 out of 2,315 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 Limited 4dr SUV (2.4L 4cyl Turbo 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $35,312 | $37,332 | $39,607 |
| Clean | $34,870 | $36,825 | $39,027 |
| Average | $34,133 | $35,980 | $38,062 |
| Rough | $33,174 | $34,881 | $36,806 |
The average list price of a used 2023 Toyota Highlander in Naples, Florida is $39,676. The average mileage on a used Toyota Highlander 2023 for sale in Naples, Florida is 29,969. Based on the average mileage of 29,969 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 $34,133.
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