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2,449 listings
- $33,792great price$4,774 below market
- 63,172 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Pinellas Park (130 mi away)
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Located in Pinellas Park, FL / 130 miles away from Naples, FL
The following items have been reconditioned on this vehicle: new brakes! Panoramic RoofLeather SeatsNavigation System3rd Row SeatSpecial Color...
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: 5TDFZRBH1MS122392
Stock: MS122392
Certified Pre-Owned: Yes
Listed since: 06-18-2025 - $31,401great price$3,596 below market
- 52,616 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- AutoNation Toyota Weston (84 mi away)
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Located in Davie, FL / 84 miles away from Naples, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlueprintGraphite; Softex Seat TrimThis vehicle includ...
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: 5TDGZRBH8MS150663
Stock: MS150663
Certified Pre-Owned: Yes
Listed since: 06-07-2025 - New Listing$31,699great price$5,312 below market
- 21,648 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Toyota of North Miami (95 mi away)
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Located in Miami, FL / 95 miles away from Naples, FL
2021 Toyota Highlander. Priced below KBB Fair Purchase Price! Odometer is 41400 miles below market average! 21/29 City/Highway MPG Recent Arrival!Whi...
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: 5TDGZRAH8MS534055
Stock: PT14440
Certified Pre-Owned: No
Listed since: 07-24-2025 - $24,288great price$5,412 below market
- 86,737 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Bomnin Chevrolet West Kendall (91 mi away)
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Located in Miami, FL / 91 miles away from Naples, FL
CARFAX One-Owner. Priced below KBB Fair Purchase Price! 2021 Toyota Highlander XLE in Blueprint vehicle highlights include, 2021 Toyota Highlander in ...
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: 5TDGZRAHXMS538205
Stock: J234011A
Certified Pre-Owned: No
Listed since: 04-21-2025 - Price Drop$25,998great price$3,813 below market
- 89,639 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Chevrolet Greenacres (102 mi away)
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Located in Greenacres, FL / 102 miles away from Naples, FL
Sun/MoonroofLeather Seats3rd Row SeatSpecial ColorLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlizzard PearlCockpit Red; Le...
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: 5TDLZRAH9MS059983
Stock: MS059983
Certified Pre-Owned: No
Listed since: 04-28-2025 - $29,900great price$5,118 below market
- 39,079 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Ocean Mazda (89 mi away)
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Located in Miami, FL / 89 miles away from Naples, FL
Recent Arrival! CARFAX One-Owner. Gray 2021 Toyota Highlander XLE 3.5L V6 DOHCOdometer is 25844 miles below market average! 21/29 City/Highway MPGAwar...
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: 5TDGZRAH7MS042746
Stock: 194870A
Certified Pre-Owned: No
Listed since: 07-18-2025 - Price Drop$27,246great price$3,852 below market
- 61,365 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Rivard Buick GMC (128 mi away)
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Located in Tampa, FL / 128 miles away from Naples, FL
CARFAX One-Owner. Magnetic Gray Metallic 2021 Toyota Highlander XLE 3.5L V6 DOHC FWD 8-Speed Automatic Leather Seats, Backup/Rearview Camera, Remote 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/29 Highway)
Listing Information:
VIN: 5TDGZRAH1MS535435
Stock: S3559A
Certified Pre-Owned: No
Listed since: 06-30-2025 - Price Drop$28,499great price$4,528 below market
- 44,260 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$29,999great price$4,584 below market
- 39,899 miles
- 7 Seats, 21 City / 29 Hwy MPG
- Toyota of North Miami (95 mi away)
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Located in Miami, FL / 95 miles away from Naples, FL
2021 Toyota Highlander. Priced below KBB Fair Purchase Price! Odometer is 15880 miles below market average! 21/29 City/Highway MPG Recent Arrival!Gra...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH6MS534264
Stock: H555589A
Certified Pre-Owned: No
Listed since: 07-28-2025 - $32,499great price$3,654 below market
- 41,541 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Peter Boulware Toyota (336 mi away)
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Located in Tallahassee, FL / 336 miles away from Naples, FL
Certified. Priced below KBB Fair Purchase Price! Opulent Amber 2021 Toyota Highlander XLE *Boulware Certified Used Vehicle*, 18" Machined Alloy Wheels...
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: 5TDGZRBH7MS111627
Stock: S056840A
Certified Pre-Owned: Yes
Listed since: 07-12-2025 - $35,572great price$3,083 below market
- 51,415 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Driveway (145 mi away)
- Home delivery*
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Located in Wesley Chapel, FL / 145 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,Hands-Free Liftgate,He...
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: 5TDFZRBH0MS145680
Stock: M145680P
Certified Pre-Owned: No - New Listing$31,700great price$2,475 below market
- 54,313 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Chevrolet Coral Gables (94 mi away)
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Located in Coral Gables, FL / 94 miles away from Naples, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler2Nd Row Bench Seat50 State EmissionsBlack; Softex Seat TrimCelestial Silve...
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: 5TDGZRAH4MS526888
Stock: MS526888
Certified Pre-Owned: No
Listed since: 07-24-2025 - Price Drop$30,472great price$2,056 below market
- 50,557 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Driveway (137 mi away)
- Home delivery*
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Located in Tampa, FL / 137 miles away from Naples, FL
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Heated Seats,Keyless Start,Lane Keepi...
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: 5TDHZRBH8MS554390
Stock: MS554390T
Certified Pre-Owned: No - New Listing$33,600great price$2,817 below market
- 80,704 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Automaxx of the Carolinas (482 mi away)
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Located in Summerville, SC / 482 miles away from Naples, FL
Certified.Certification Program Details: 3 month/3000 Miles Certified Warranty2021 Toyota Highlander Platinum FWDCurrent Odometer 80704, *ONE OWNE...
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: 5TDFZRAH1MS076886
Stock: K3191
Certified Pre-Owned: No
Listed since: 07-24-2025 - Price Drop$32,071great price$2,500 below market
- 60,218 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Automaxx of the Carolinas (482 mi away)
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Located in Summerville, SC / 482 miles away from Naples, FL
Certified.Certification Program Details: 3 month/3000 Miles Certified Warranty2021 Toyota Highlander Limited FWDCurrent Odometer 60218, *Certified...
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: 5TDYZRAH2MS528921
Stock: F23100
Certified Pre-Owned: No
Listed since: 07-01-2025 - New Listing$25,839great price$2,155 below market
- 93,112 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Automaxx of the Carolinas (482 mi away)
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Located in Summerville, SC / 482 miles away from Naples, FL
Certified.Certification Program Details: 3 month/3000 Miles Certified Warranty2021 Toyota Highlander XLE FWDCurrent Odometer 93112, *Certified Pre...
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: 5TDGZRAH2MS515730
Stock: F23154
Certified Pre-Owned: No
Listed since: 07-24-2025 - Price Drop$27,507great price$2,678 below market
- 68,339 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Ed Morse Honda (108 mi away)
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Located in Riviera Beach, FL / 108 miles away from Naples, FL
Recent Arrival! Priced below KBB Fair Purchase Price! 2021 Toyota Highlander XLE Gray Local Trade, AndroidTM Auto/Apple Carplay, Bluetooth, Backup Cam...
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: 5TDGZRAH0MS061185
Stock: SB036706A
Certified Pre-Owned: No
Listed since: 07-19-2025 - Price Drop$41,375good price$1,454 below market
- 12,554 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Fort Myers (30 mi away)
- Home delivery*Five Star Dealer
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Located in Fort Myers, FL / 30 miles away from Naples, FL
Panoramic RoofLeather SeatsNavigation System3rd Row SeatLane Keeping AssistKeyless StartRear SpoilerHeads-Up DisplayCooled Front Seat(S)50 St...
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: 5TDFZRAH1MS040289
Stock: MS040289
Certified Pre-Owned: Yes
Listed since: 06-03-2025 - $29,900great price$4,138 below market
- 38,275 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- MAG24 Enterprises (421 mi away)
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Located in Rincon, GA / 421 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: 5TDGZRAHXMS520478
Stock: 1009
Certified Pre-Owned: No - $24,900good price$1,929 below market
- 74,607 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Mullinax Ford of Palm Beach (110 mi away)
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Located in Lake Park, FL / 110 miles away from Naples, FL
Blue Certified 2021 Toyota Highlander L, 3.5L V6 Engine, 1 OWNER, Local Trade, Loaded with Rear Camera, Bluetooth, Dual Zone Climate Controls, Steerin...
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: 5TDCZRAHXMS058356
Stock: 58356
Certified Pre-Owned: No
Listed since: 07-19-2025 - Price Drop$21,499good price$1,168 below market
- 108,254 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- Florida Fine Cars (95 mi away)
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Located in Miami, FL / 95 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: 5TDZZRAH7MS521810
Stock: 152306
Certified Pre-Owned: No
Listed since: 07-03-2025
Showing 1 - 21 out of 2,449 listings
Consumer Reviews for the Toyota Highlander
Read recent reviews for the Toyota Highlander
Couldn’t be happier!
S Curry, 01/02/2021
2021 Toyota Highlander Limited 4dr SUV AWD (3.5L 6cyl 8A)
I’ve been eyeing the Highlander since they redesigned it in 2020. I opted for the Limited AWD trim with the optional 12 inch screen and bench seats. I am completely blown away on how amazing it is to drive the Highlander. Visibility is great but with the bigger screen you also get birds eye view which will definitely help assess your surroundings. The safety features are awesome and the … little things like intuitive climate control are nice. I was worried about access into the third row and comfort but my 12 year old is happy with it. The middle row does slide up giving more leg room to the third row. I came from a minivan so I am used to a lot of cargo room and low entry. If you will be using the third row consistently I recommend getting the cross bars and on roof cargo storage to maximize what you can carry, and if you are transporting smaller kids/adults the step up may be just slightly too high for them but running boards can be installed.
Used 2021 Toyota Highlander in Naples, FL Values
Estimated values
2021 Toyota Highlander Platinum 4dr SUV AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $32,588 | $35,122 | $37,664 |
| Clean | $31,894 | $34,357 | $36,824 |
| Average | $30,738 | $33,081 | $35,424 |
| Rough | $29,234 | $31,423 | $33,605 |
The average list price of a used 2021 Toyota Highlander in Naples, Florida is $29,988. The average mileage on a used Toyota Highlander 2021 for sale in Naples, Florida is 58,681. Based on the average mileage of 58,681 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 $30,738.
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