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2,472 listings
- New Listing$22,634great price$2,744 below market
- 69,775 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 19 City / 26 Hwy MPG
- Driveway (157 mi away)
- Home delivery*
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Located in Wesley Chapel, FL / 157 miles away from Naples, FL
Rare Find,3rd Row Seat,Back-Up Camera,Bluetooth,Brake Assist,Lane Keeping Assist,V6 Cylinder Engine,Power Door Locks,Brake Assist,Gasoline Fuel,CD Pla...
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:
22 Combined MPG (19 City/26 Highway)
Listing Information:
VIN: 5TDBZRFH0KS990471
Stock: KS990471P
Certified Pre-Owned: No - Price Drop$24,495great price$3,023 below market
- 101,774 miles
- 1 accident, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Rick Hendrick Chevrolet Naples (11 mi away)
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Located in Naples, FL / 11 miles away from Naples, FL
PRICED TO MOVE! This Highlander is $3,500 below Kelley Blue Book! Extra Clean, Hendrick Affordable. PRICED TO MOVE $3,500 below Kelley Blue Book! EPA ...
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: 5TDGZRAH9MS065252
Stock: P4711A
Certified Pre-Owned: No
Listed since: 04-06-2025 - $34,998great price$2,909 below market
- 36,526 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Toyota of Vero Beach (135 mi away)
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Located in Vero Beach, FL / 135 miles away from Naples, FL
Recent Arrival!Certified. CARFAX One-Owner. Magnetic Gray Metallic 2023 Toyota Highlander XLE FWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V ...
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: 5TDKDRAH2PS040299
Stock: T34346A
Certified Pre-Owned: Yes
Listed since: 05-23-2025 - $37,869good price$1,885 below market
- 19,128 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- RubyCar - Atlanta (In-stock online)
- Home delivery*
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Located in Atlanta, GA / 554 miles away from Naples, FL
Priced below KBB Fair Purchase Price! Clean CARFAX. CARFAX One-Owner. RubyCar by Avis is a national online retailer that allows you to shop thousands ...
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: 5TDKDRAH5PS001321
Stock: 50675494
Certified Pre-Owned: No
Listed since: 02-01-2024 - $29,500great price$2,892 below market
- 73,515 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Jarrett Ford (161 mi away)
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Located in Dade City, FL / 161 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: Yes
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDJZRAH9MS036095
Stock: 240415A
Certified Pre-Owned: No
Listed since: 02-11-2025 - $39,998great price$3,158 below market
- 15,891 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- HGreg Nissan Kendall (92 mi away)
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Located in Palmetto Bay, FL / 92 miles away from Naples, FL
CARFAX One-Owner. AWD, 3.003 Axle Ratio, 11 Speakers, 20 Painted Alloy Wheels, 3rd row seats: split-bench, 4-Wheel Disc Brakes, ABS brakes, Air Condit...
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: 5TDFZRBHXMS158534
Stock: SC222453A
Certified Pre-Owned: No
Listed since: 05-22-2025 - Price Drop$26,581great price$3,419 below market
- 73,785 miles
- 2 accidents, 2 owners, corporate fleet vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Arlington Toyota Jacksonville (295 mi away)
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Located in Jacksonville, FL / 295 miles away from Naples, FL
BACKUP CAMERA, BLUETOOTH HANDS FREE, ANDROID AUTO, APPLE CARPLAY, POWER SEATS, POWER LIFTGATE, THIRD ROW SEATING, PUSH BUTTON START, LANE DEPARTURE, A...
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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH7MS043072
Stock: AX20467
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$31,354great price$2,654 below market
- 26,042 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Tallahassee Dodge Chrysler Jeep Ram FIAT (343 mi away)
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Located in Tallahassee, FL / 343 miles away from Naples, FL
ONLY 26K MILES MUST SELL THIS WEEK!We've had this Highlander too long and its time to cut it loose. Priced at $33,000, it's Well under market average....
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: 5TDKDRAH8PS500677
Stock: A500677
Certified Pre-Owned: No
Listed since: 09-01-2024 - Price Drop$29,690great price$2,709 below market
- 59,417 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Bomnin Cadillac Homestead (90 mi away)
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Located in Homestead, FL / 90 miles away from Naples, FL
Clean CARFAX. Priced below KBB Fair Purchase Price! Odometer is 7273 miles below market average! Highlander XSE, 4D Sport Utility, 8-Speed Automatic, ...
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: 5TDLZRAH2MS053717
Stock: 8638419A
Certified Pre-Owned: No
Listed since: 04-01-2025 - $28,990great price$3,027 below market
- 63,851 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Take The Key - Miami (90 mi away)
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Located in Miami, FL / 90 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: 5TDGZRAH1MS041009
Stock: 041009
Certified Pre-Owned: No
Listed since: 09-23-2023 - Price Drop$25,500great price$2,544 below market
- 119,146 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Lowe Toyota of Warner Robins (467 mi away)
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Located in Warner Robins, GA / 467 miles away from Naples, FL
We take great pride in selecting top-quality pre-owned inventory that are not only reliable but also offer exceptional value for your money. Each vehi...
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: 5TDGZRAH6MS538122
Stock: 45125A
Certified Pre-Owned: No
Listed since: 05-19-2025 - New Listing$33,477great price$2,538 below market
- 43,300 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Honda of Sarasota (95 mi away)
Close
Located in Sarasota, FL / 95 miles away from Naples, FL
Clean CARFAX. CARFAX One-Owner. Highlander Limited, 4D Sport Utility, 3.5L V6 DOHC, 8-Speed Automatic, FWD, Black Leather, 12.3 Screen & Birds Eye Vie...
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: 5TDYZRAH9MS062971
Stock: B060613B
Certified Pre-Owned: No
Listed since: 05-30-2025 - Price Drop$26,510great price$2,149 below market
- 91,930 miles
- 1 accident, 2 owners, personal use only
- 8 Seats, 20 City / 26 Hwy MPG
- AutoNation Hyundai Savannah (413 mi away)
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Located in Savannah, GA / 413 miles away from Naples, FL
Panoramic RoofLeather SeatsNavigation System3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear SpoilerCooled Front Seat(S)Chrome W...
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDDZRFH8KS934223
Stock: KS934223
Certified Pre-Owned: No
Listed since: 04-17-2025 - $34,900good price$3,847 below market
- 37,332 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- West Palm Nissan (114 mi away)
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Located in Riviera Beach, FL / 114 miles away from Naples, FL
Certified. Silver 2023 Toyota Highlander L AWD 8-Speed Automatic 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp Highlander L, 4D Sport Utility, ...
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: 5TDKDRBH7PS509076
Stock: PBP509076
Certified Pre-Owned: No
Listed since: 04-09-2025 - Price Drop$30,750great price$2,868 below market
- 30,952 miles
- 1 accident, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Honda of Ocala (217 mi away)
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Located in Ocala, FL / 217 miles away from Naples, FL
!!! Lifetime Powertrain Warranty !!! This is a one owner vehicle with a clean CARFAX report. It comes equipped with automatic transmission, power wind...
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: 5TDKDRAH6PS045361
Stock: 045361
Certified Pre-Owned: No
Listed since: 04-01-2025 - New Listing$31,998good price$1,939 below market
- 33,372 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from WA to FL*
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Located in Lynnwood, WA / 2,653 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: 5TDKDRAH8PS004021
Stock: 27194782
Certified Pre-Owned: No - Price Drop$36,344great price$3,247 below market
- 50,554 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Brandon Honda (136 mi away)
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Located in Tampa, FL / 136 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: 5TDFZRAH5MS039629
Stock: S039629
Certified Pre-Owned: No
Listed since: 05-25-2025 - $26,995fair price$462 below market
- 12,693 miles
- No accidents, 1 owner, personal use
- 8 Seats, 20 City / 24 Hwy MPG
- Lexus of Palm Beach (110 mi away)
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Located in West Palm Beach, FL / 110 miles away from Naples, FL
3rd Row SeatLane Keeping AssistRear Spoiler50 State EmissionsAsh; Fabric Seat TrimCelestial Silver MetallicThis vehicle includes a Money-Back ...
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:
22 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 5TDZARFH9KS043872
Stock: KS043872
Certified Pre-Owned: No
Listed since: 04-28-2025 - Price Drop$29,881great price$2,329 below market
- 48,076 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Arlington Toyota Jacksonville (295 mi away)
Close
Located in Jacksonville, FL / 295 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 - $27,831great price$2,156 below market
- 45,175 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Bob Tyler Toyota (455 mi away)
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Located in Pensacola, FL / 455 miles away from Naples, FL
Bob Tyler Toyota is pumped up to offer this superb 2021 Toyota Highlander L in and beautifully equipped with 18" Painted Alloy Wheels, 3.003 Axle Rati...
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: 5TDCZRAH0MS536400
Stock: 80917A
Certified Pre-Owned: No
Listed since: 05-25-2025 - Price Drop$37,995great price$2,220 below market
- 44,840 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Tampa Trucks (141 mi away)
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Located in Tampa, FL / 141 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: 5TDKDRAHXPS011276
Stock: 011276
Certified Pre-Owned: No
Showing 757 - 777 out of 2,472 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 2019 Toyota Highlander in Naples, FL Values
Estimated values
2019 Toyota Highlander LE 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $21,326 | $24,066 | $26,502 |
| Clean | $20,676 | $23,326 | $25,680 |
| Average | $19,593 | $22,093 | $24,310 |
| Rough | $18,185 | $20,490 | $22,530 |
The average list price of a used 2019 Toyota Highlander in Naples, Florida is $30,871. The average mileage on a used Toyota Highlander 2019 for sale in Naples, Florida is 52,242. Based on the average mileage of 52,242 for used 2019 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 2019 in Naples, Florida to be $19,593.
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.