Skip to FiltersReport abuse
2,531 listings
- $26,333great price$3,409 below market
- 80,555 miles
- 1 accident, 3 owners, rental vehicle
- 7 Seats, 20 City / 27 Hwy MPG
- Parks Chrysler Dodge Jeep Ram Space Coast (181 mi away)
Close
Located in Titusville, FL / 181 miles away from Naples, FL
New Price! 2021 Toyota Highlander XLE Located at Parks CDJR Space Coast in Titusville., Come on over and let us take care of your vehicle needs., All ...
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: 5TDGZRBH0MS524876
Stock: 24119A
Certified Pre-Owned: No
Listed since: 01-03-2025 - $28,990great price$3,067 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)
Close
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$30,750great price$3,241 below market
- 30,952 miles
- 1 accident, 1 owner, personal use
- 8 Seats, 22 City / 29 Hwy MPG
- Honda of Ocala (217 mi away)
Close
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 - Price Drop$26,510great price$2,296 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)
Close
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 - New Listing$33,477great price$2,575 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 - $34,900good price$4,062 below market
- 37,332 miles
- No accidents, 1 owner, rental vehicle
- 8 Seats, 21 City / 28 Hwy MPG
- West Palm Nissan (114 mi away)
Close
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$25,500great price$2,466 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)
Close
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 - $29,500great price$2,458 below market
- 73,515 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Jarrett Ford (161 mi away)
Close
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 - New Listing$38,998great price$2,656 below market
- 47,500 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from KS to FL*
Close
Located in Merriam, KS / 1,167 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: 5TDKDRBHXPS036662
Stock: 27256010
Certified Pre-Owned: No - $21,900great price$1,555 below market
- 96,811 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 27 Hwy MPG
- Driveway (298 mi away)
Close
Located in Jacksonville, FL / 298 miles away from Naples, FL
CarFax No Accidents Reported
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 (21 City/27 Highway)
Listing Information:
VIN: 5TDKZRFH3KS572857
Stock: KS572857T
Certified Pre-Owned: No - $19,705fair price$475 below market
- 108,585 miles
- No accidents, 2 owners, personal use
- 8 Seats, 20 City / 24 Hwy MPG
- AutoNation Toyota Weston (86 mi away)
Close
Located in Davie, FL / 86 miles away from Naples, FL
The following items have been reconditioned on this vehicle: new brakes! 3rd Row SeatSpecial ColorLane Keeping AssistRear 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:
22 Combined MPG (20 City/24 Highway)
Listing Information:
VIN: 5TDZARFH8KS056208
Stock: KS056208
Certified Pre-Owned: No
Listed since: 04-21-2025 - $30,998good price$1,755 below market
- 48,674 miles
- No accidents, 2 owners, rental vehicle
- 8 Seats, 22 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from NC to FL*
Close
Located in Pineville, NC / 627 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: 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: 5TDKDRAH5PS014165
Stock: 27282020
Certified Pre-Owned: No - $29,881great price$2,466 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 - New Listing$39,998good price$2,011 below market
- 19,552 miles
- 7 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from LA to FL*
Close
Located in Kenner, LA / 586 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDKDRBH5PS019414
Stock: 26897083
Certified Pre-Owned: No - $27,831great price$2,088 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)
Close
Located in Pensacola, FL / 455 miles away from Naples, FL
Bob Tyler Toyota is delighted to offer this beautiful 2021 Toyota Highlander L in Midnight Black Metallic and beautifully equipped with 18" Painted Al...
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$33,889great price$2,425 below market
- 66,449 miles
- No accidents, 1 owner, corporate fleet vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Clovis, CA / 2,341 miles away from Naples, FL
3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Lane Keeping Assist,Remote Start,Satellite Radio,Sunroof / Moon...
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: 5TDKDRBH7PS016191
Stock: PS016191PR
Certified Pre-Owned: No - Price Drop$26,845great price$2,563 below market
- 83,587 miles
- 1 accident, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- INFINITI of Tampa (141 mi away)
Close
Located in Tampa, FL / 141 miles away from Naples, FL
RECALL NOTICE: Some vehicles offered for sale may be subject to unrepaired manufacturer safety recalls. To determine the recall status of a vehicle, v...
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: 5TDGZRBH0MS553410
Stock: CMTL243494B
Certified Pre-Owned: No
Listed since: 03-28-2025 - New Listing$40,658great price$3,237 below market
- 29,747 miles
- 7 Seats, 22 City / 29 Hwy MPG
- Coggin Honda of Orlando (163 mi away)
Close
Located in Orlando, FL / 163 miles away from Naples, FL
RECALL NOTICE: Some vehicles offered for sale may be subject to unrepaired manufacturer safety recalls. To determine the recall status of a vehicle, v...
AutoCheck Vehicle History Summary Unavailable.
Features and Specs:
25 Combined MPG (22 City/29 Highway)
Listing Information:
VIN: 5TDKDRAH2PS034308
Stock: CHO252811A
Certified Pre-Owned: No
Listed since: 06-03-2025 - Price Drop$42,890good price$2,258 below market
- 13,205 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Delray Honda (107 mi away)
Close
Located in Delray Beach, FL / 107 miles away from Naples, FL
Odometer is 31094 miles below market average! One owner, Clean carfax, Navigation, Moon roof, Keyless entry, Back-up camera, 3rd row seating.CARFAX On...
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: 5TDFZRBH4MS089842
Stock: A240709AA
Certified Pre-Owned: No
Listed since: 05-20-2025 - New Listing$32,998good price$1,519 below market
- 84,281 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax (In-stock online)
- Transfer available from AL to FL*
Close
Located in Hoover, AL / 589 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: 5TDFZRAH6MS067276
Stock: 26896792
Certified Pre-Owned: No - New Listing$41,998good price
- 13,716 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 28 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to FL*
Close
Located in San Antonio, TX / 1,054 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: 5TDKDRBH5PS013032
Stock: 27424373
Certified Pre-Owned: No
Showing 778 - 798 out of 2,531 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 | $27,171 | $29,224 | $31,282 |
| Clean | $26,592 | $28,587 | $30,585 |
| Average | $25,628 | $27,526 | $29,422 |
| Rough | $24,375 | $26,146 | $27,911 |
The average list price of a used 2021 Toyota Highlander in Naples, Florida is $31,645. The average mileage on a used Toyota Highlander 2021 for sale in Naples, Florida is 59,330. Based on the average mileage of 59,330 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 $25,628.
Filters
Skip to ResultsApplied Filters4Active
Make & Model
Year
New / Used
Price & Payments
Price Rating
Body Type
Trim
Mileage
Accidents & History
Engine & Drivetrain
Exterior Color
Interior Color
Total Seating
Edmunds Review
Features
Options & Packages
MPG
* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.