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2,452 listings
- New Listing$29,806great price$3,102 below market
- 59,715 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 10121 miles below market average! 21/29 City/Highway MPG Recent Arrival!Red...
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: 5TDGZRAH0MS085583
Stock: W038319A
Certified Pre-Owned: No
Listed since: 05-11-2025 - New Listing$34,691great price$2,468 below market
- 22,326 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- South Dade Toyota (92 mi away)
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Located in Homestead, FL / 92 miles away from Naples, FL
You're in Luck! This Ruby Flare Pearl 2021 Toyota Highlander XSE with Black interior can be yours today!No Accidents! One Owner! Features Inclu...
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: 5TDLZRAH5MS083519
Stock: 25706A
Certified Pre-Owned: No
Listed since: 05-12-2025 - $39,985great price$2,910 below market
- 43,720 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Tomlinson Motor Company (245 mi away)
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Located in Gainesville, FL / 245 miles away from Naples, FL
Platinum Navigation Leather Panoramic Moonroof Backup Camera Apple Carplay/Android Auto Birds-Eye Backup Camera Power Heated and Cooled Front Seats wi...
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: 5TDKDRAH1PS042738
Stock: 12904
Certified Pre-Owned: No
Listed since: 11-04-2024 - Price Drop$37,752good price$3,194 below market
- 22,203 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Braman Miami Pre-Owned (98 mi away)
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Located in Miami, FL / 98 miles away from Naples, FL
ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door mirrors, Heated front seats, Heated/Ve...
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: 5TDKDRAH3PS021776
Stock: B9Z39137A
Certified Pre-Owned: No
Listed since: 04-19-2025 - $34,000good price$1,976 below market
- 39,904 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 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
2023 Toyota Highlander XLE **FREE LIFETIME POWERTRAIN UNLIMITED WARRANTY!!! See Dealer for Details., ONE OWNER, REMAINDER OF FACTORY WARRANTY, LOCAL T...
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: 5TDKDRAH7PS044543
Stock: 044543P
Certified Pre-Owned: No
Listed since: 04-08-2025 - $33,420great price$3,713 below market
- 51,555 miles
- 1 accident, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- ALM Kia Perry (450 mi away)
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Located in Perry, GA / 450 miles away from Naples, FL
SUNROOF/MOONROOF..LANE KEEP ASSIST..LANE DEPARTURE WARNING..HEATED SEATS..BLIND SPOT MONITOR..CROSS TRAFFIC ALERT..COLLISION WARNING..AUTOMATIC CLIMAT...
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: 5TDKDRAH3PS503809
Stock: PS503809
Certified Pre-Owned: No
Listed since: 03-06-2025 - $39,648fair price$556 below market
- 8,532 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- AutoNation Hyundai Columbus (481 mi away)
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Located in Columbus, GA / 481 miles away from Naples, FL
Radio: 12.3" Toyota Audio Multimedia W/6 SpeakersSun/Moonroof3rd Row SeatSpecial ColorMudguards (Tms)Lane Keeping AssistKeyless StartRear Spoil...
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: 5TDKDRAH6PS517946
Stock: PS517946
Certified Pre-Owned: No
Listed since: 04-14-2025 - $22,700great price$2,154 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 - $32,999good price$1,105 below market
- 59,645 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 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
2023 Toyota Highlander XLE **FREE LIFETIME POWERTRAIN UNLIMITED WARRANTY!!! See Dealer for Details., ONE OWNER, REMAINDER OF FACTORY WARRANTY, LOCAL T...
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: 5TDKDRAHXPS009611
Stock: 009611P
Certified Pre-Owned: No
Listed since: 04-11-2025 - $31,877fair price$542 below market
- 44,024 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Al Hendrickson Toyota (94 mi away)
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Located in Coconut Creek, FL / 94 miles away from Naples, FL
CLEAN CARFAX, Highlander LE, 4D Sport Utility, 8-Speed Automatic, Blueprint, Black Cloth, 3rd row seats: split-bench, Alloy wheels, Power driver seat....
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: 5TDKDRAH8PS018274
Stock: O018274
Certified Pre-Owned: No
Listed since: 04-10-2025 - Price Drop$31,999good price$2,625 below market
- 33,572 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Southern 441 Toyota (100 mi away)
Close
Located in Royal Palm Beach, FL / 100 miles away from Naples, FL
2023 Toyota Highlander L **FREE LIFETIME POWERTRAIN UNLIMITED WARRANTY!!! See Dealer for Details., ONE OWNER, REMAINDER OF FACTORY WARRANTY, LOCAL TRA...
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: 5TDKDRAH5PS510440
Stock: 510440P
Certified Pre-Owned: No
Listed since: 03-26-2025 - Price Drop$39,129good price$2,338 below market
- 17,589 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- South Dade Toyota (92 mi away)
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Located in Homestead, FL / 92 miles away from Naples, FL
Grab your RUBY FLARE PEARL 2023 Toyota Highlander XSE before it hits the auction! These pre-auction vehicles, sold as-is, are now available at ...
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: 5TDKDRAH5PS016966
Stock: 606882A
Certified Pre-Owned: No
Listed since: 05-04-2025 - $35,998good price$2,399 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 - New Listing$39,197good price$1,567 below market
- 3,583 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Acura of Fort Myers (26 mi away)
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Located in Fort Myers, FL / 26 miles away from Naples, FL
Blizzard Pearl exterior and HARVEST BEIGE interior. Heated Leather Seats, 3rd Row Seat, NAV, Sunroof, 12.3 SCREEN & BIRDS EYE VIEW, Alloy Wheels, Quad...
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: 5TDYZRAH3MS076722
Stock: A25D092A
Certified Pre-Owned: No
Listed since: 04-25-2025 - Price Drop$38,515fair price$832 below market
- 53,118 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 22 City / 29 Hwy MPG
- Bill Currie Ford (135 mi away)
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Located in Tampa, FL / 135 miles away from Naples, FL
Blue Advantage Certified 139 point inspection.ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heat...
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: 5TDKDRAH2PS027780
Stock: PS027780
Certified Pre-Owned: No
Listed since: 04-10-2025 - $28,999good price$2,379 below market
- 60,269 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Napleton's North Palm Hyundai (109 mi away)
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Located in Lake Park, FL / 109 miles away from Naples, FL
Clean CARFAX. 2021 Toyota Highlander XLE 3.5L V6 DOHC FWD 8-Speed Automatic Recent Arrival! 21/29 City/Highway MPG Features: 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:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH1MS033363
Stock: HTCB033363
Certified Pre-Owned: No
Listed since: 05-04-2025 - $26,995good price$2,292 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 - Price Drop$29,398great price$1,805 below market
- 73,161 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- AutoNation USA Sanford (182 mi away)
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Located in Sanford, FL / 182 miles away from Naples, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Softex Seat TrimCelestial Silver MetallicThank ...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH9MS068909
Stock: MS068909
Certified Pre-Owned: No
Listed since: 04-26-2025 - $26,495good price$1,870 below market
- 64,294 miles
- No accidents, 1 owner, personal use only
- 8 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
The following items have been reconditioned on this vehicle: new brakes! 3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State Emiss...
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: 5TDCZRAH0MS536364
Stock: MS536364
Certified Pre-Owned: Yes
Listed since: 04-26-2025 - New Listing$40,998good price$1,553 below market
- 15,141 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax Ft. Lauderdale (91 mi away)
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Located in Davie, FL / 91 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: 5TDKDRAH9PS024892
Stock: 27323327
Certified Pre-Owned: No - $35,889good price$1,980 below market
- 26,163 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- Lipton Toyota (96 mi away)
Close
Located in Fort Lauderdale, FL / 96 miles away from Naples, FL
CARFAX One-Owner. Celestial Silver 2023 Toyota Highlander XLE 2.4L I4 PDI Turbocharged DOHC 16V LEV3-SULEV30 265hp 8-Speed Automatic FWD !! CLEAN CARF...
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: 5TDKDRAH0PS516680
Stock: U516680
Certified Pre-Owned: No
Listed since: 04-26-2025
Showing 127 - 147 out of 2,452 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 2021 Toyota Highlander in Naples, FL Values
Estimated values
2021 Toyota Highlander XLE 4dr SUV (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,459 | $31,742 | $34,032 |
| Clean | $28,832 | $31,050 | $33,273 |
| Average | $27,787 | $29,897 | $32,008 |
| Rough | $26,428 | $28,399 | $30,364 |
The average list price of a used 2021 Toyota Highlander in Naples, Florida is $33,833. The average mileage on a used Toyota Highlander 2021 for sale in Naples, Florida is 42,289. Based on the average mileage of 42,289 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 $27,787.
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