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2,430 listings
- 7,211 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 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
Radio: Premium Audio W/NavigationSun/MoonroofNavigation System3rd Row SeatSpecial ColorDoor Edge Guards (Tms)Wheel Locks (Tms)Lane Keeping Assi...
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: 5TDHZRBH6MS104480
Stock: MS104480A
Certified Pre-Owned: No
Listed since: 05-06-2025- Price Drop$30,353fair price$667 below market
- 57,538 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- AutoNation Honda 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 Spoiler2Nd Row Bench Seat50 State EmissionsCelestial Silver MetallicGraphite; Sof...
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: 5TDGZRAHXMS031742
Stock: MS031742
Certified Pre-Owned: No
Listed since: 05-10-2025 - Price Drop$28,874fair price$86 above market
- 89,297 miles
- No accidents, 2 owners, rental vehicle
- 7 Seats, 21 City / 29 Hwy MPG
- Sandy Sansing BMW (449 mi away)
Close
Located in Pensacola, FL / 449 miles away from Naples, FL
Blue 2021 Toyota Highlander XLE18" Machined Alloy Wheels, 3.003 Axle Ratio, 3rd row seats: split-bench, 4-Wheel Disc Brakes, 6 Speakers, ABS brakes, ...
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: 5TDGZRAH6MS044245
Stock: M9293
Certified Pre-Owned: No
Listed since: 04-18-2025 - $36,556fair price$96 above market
- 29,821 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- Ed Morse Delray Toyota (103 mi away)
Close
Located in Delray Beach, FL / 103 miles away from Naples, FL
Recent Arrival! Certified. Wind Chill Pearl 2023 Toyota Highlander L Equipped with, AWD.Toyota Gold Certified Details: * Warranty Deductible: $0...
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: 5TDKDRBH1PS520770
Stock: S520770
Certified Pre-Owned: Yes
Listed since: 04-21-2025 - New Listing$31,837fair price$79 below market
- 55,725 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- Honda of Gainesville (245 mi away)
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Located in Gainesville, FL / 245 miles away from Naples, FL
Recent Arrival! MORE PICTURES AND INFORMATION COMING SOON!22/29 City/Highway MPG
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: 5TDKDRAH3PS019686
Stock: O019686
Certified Pre-Owned: No
Listed since: 05-16-2025 - $28,898fair price$463 above market
- 41,109 miles
- No accidents, 2 owners, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- Headquarter Toyota (90 mi away)
- Five Star Dealer
Close
Located in Hialeah, FL / 90 miles away from Naples, FL
ALG Residual Value Awards, Residual Value Awards. Only 41,109 Miles! Delivers 29 Highway MPG and 21 City MPG! This Toyota Highlander delivers a Regula...
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: 5TDCZRAHXMS518714
Stock: SS553663A
Certified Pre-Owned: No
Listed since: 05-12-2025 - 14,765 miles
- No accidents, 1 owner, personal use
- 7 Seats, 22 City / 29 Hwy MPG
- Headquarter Toyota (90 mi away)
- Five Star Dealer
Close
Located in Hialeah, FL / 90 miles away from Naples, FL
Only 14,763 Miles! Boasts 29 Highway MPG and 22 City MPG! This Toyota Highlander delivers a Intercooled Turbo Regular Unleaded I-4 2.4 L/146 engine po...
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: 5TDKDRAH2PS038858
Stock: SW393359A
Certified Pre-Owned: No
Listed since: 05-09-2025- 18,721 miles
- No accidents, 2 owners, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Headquarter Toyota (90 mi away)
- Five Star Dealer
Close
Located in Hialeah, FL / 90 miles away from Naples, FL
Only 18,721 Miles! Delivers 29 Highway MPG and 22 City MPG! This Toyota Highlander delivers a Intercooled Turbo Regular Unleaded I-4 2.4 L/146 engine ...
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: 5TDKDRAH6PS031783
Stock: SS553325A
Certified Pre-Owned: No
Listed since: 04-22-2025- New Listing$33,889fair price$888 below market
- 52,130 miles
- 7 Seats, 21 City / 29 Hwy MPG
- Sport Subaru South (155 mi away)
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Located in Orlando, FL / 155 miles away from Naples, FL
Rev up your life with this sleek and reliable ride - your ticket to endless adventures awaits!!! Sport Auto Group's ONE PRICE means you NEVER PAY too ...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDYZRAHXMS055916
Stock: BT055916
Certified Pre-Owned: No
Listed since: 05-19-2025 - New Listing$30,479fair price$676 below market
- 73,161 miles
- 1 accident, 2 owners, corporate fleet vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Mercedes-Benz of Orlando (171 mi away)
Close
Located in Maitland, FL / 171 miles away from Naples, FL
Sun/Moonroof3rd Row SeatLane Keeping AssistKeyless StartRear Spoiler50 State EmissionsBlack; Softex Seat TrimCelestial Silver MetallicThis v...
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: 05-20-2025 - Price Drop
- 10,328 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- CarMax Orlando (160 mi away)
Close
Located in Orlando, FL / 160 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: 5TDKDRAHXPS506075
Stock: 27322580
Certified Pre-Owned: No - 23,409 miles
- No accidents, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Headquarter Toyota (90 mi away)
- Five Star Dealer
Close
Located in Hialeah, FL / 90 miles away from Naples, FL
Only 23,409 Miles! Delivers 29 Highway MPG and 22 City MPG! This Toyota Highlander boasts a Intercooled Turbo Regular Unleaded I-4 2.4 L/146 engine po...
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: 5TDKDRAHXPS500731
Stock: SS025350A
Certified Pre-Owned: No
Listed since: 05-04-2025- 32,180 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Headquarter Toyota (90 mi away)
- Five Star Dealer
Close
Located in Hialeah, FL / 90 miles away from Naples, FL
Scores 29 Highway MPG and 22 City MPG! This Toyota Highlander boasts a Intercooled Turbo Regular Unleaded I-4 2.4 L/146 engine powering this 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:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH5PS011590
Stock: SS043458A
Certified Pre-Owned: No
Listed since: 04-17-2025- New Listing$44,383fair price$544 above market
- 51,814 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Peter Boulware Toyota (336 mi away)
Close
Located in Tallahassee, FL / 336 miles away from Naples, FL
Recent Arrival! Certified. CARFAX One-Owner. Clean CARFAX. White 2023 Toyota Highlander Platinum *Boulware Certified Used Vehicle*, One Owner, Apple C...
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: 5TDKDRAH5PS002405
Stock: X061252A
Certified Pre-Owned: Yes
Listed since: 05-17-2025 - 88,555 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
Close
Located in Fort Myers, FL / 30 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: 5TDGZRAH9MS524179
Stock: MS524179
Certified Pre-Owned: No
Listed since: 04-27-2025- New Listing
- 25,545 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Clermont (163 mi away)
Close
Located in Clermont, FL / 163 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 ListingNot Priced
- 3,618 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Acura of Fort Myers (26 mi away)
Close
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: MS076722
Certified Pre-Owned: No
Listed since: 05-19-2025 - New Listing
- 32,145 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 22 City / 29 Hwy MPG
- Toyota of North Miami (95 mi away)
Close
Located in Miami, FL / 95 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 re...
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: 5TDKDRAH4PS038098
Stock: H087205A
Certified Pre-Owned: No
Listed since: 05-12-2025 - Price Drop
- 30,157 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Phillips Toyota (183 mi away)
Close
Located in Leesburg, FL / 183 miles away from Naples, FL
Recent Arrival! One Owner, Nonsmoker, Local Trade, Leather Seats, Sunroof, Navigation, 3rd Row Seating, Backup Camera, Keyless Entry, *Carfax Accident...
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 - Price Drop
- 30,478 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 22 City / 29 Hwy MPG
- Jarrett-Gordon Ford Lincoln (129 mi away)
Close
Located in Winter Haven, FL / 129 miles away from Naples, FL
Priced below KBB Fair Purchase Price! ABS brakes, Active Cruise Control, Alloy wheels, Electronic Stability Control, Front dual zone A/C, Heated door ...
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: 5TDKDRAH8PS019442
Stock: 24111A
Certified Pre-Owned: No
Listed since: 05-03-2025 - Price Drop$28,869great price$7,554 below market
- 40,950 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Jerry Ulm Dodge Chrysler Jeep Ram (133 mi away)
Close
Located in Tampa, FL / 133 miles away from Naples, FL
Recent Arrival! AWD 3.5L V6 DOHC Super Clean, Must See, Well Maintained, Regular Oil Changes, Push Button Start, Bluetooth, Backup Camera, CLEAN CARFA...
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:
23 Combined MPG (20 City/27 Highway)
Listing Information:
VIN: 5TDGZRBH4NS250339
Stock: O250339
Certified Pre-Owned: No
Listed since: 03-11-2025
Showing 211 - 231 out of 2,430 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 AWD (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $31,385 | $33,402 | $35,424 |
| Clean | $30,717 | $32,674 | $34,634 |
| Average | $29,603 | $31,460 | $33,318 |
| Rough | $28,155 | $29,883 | $31,607 |
The average list price of a used 2021 Toyota Highlander in Naples, Florida is $36,326. The average mileage on a used Toyota Highlander 2021 for sale in Naples, Florida is 38,507. Based on the average mileage of 38,507 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 $29,603.
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