Skip to FiltersReport abuse
2,022 listings
- Price Drop$31,193good price$1,798 below market
- 52,178 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Sport Subaru South (104 mi away)
Close
Located in Orlando, FL / 104 miles away from Sarasota, FL
Sport Auto Group's ONE PRICE means you NEVER PAY too much and our BEST PRICE is always your FIRST PRICE - SAVE THOUSANDS on this 2021 Toyota Highlande...
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: 5TDYZRAHXMS055916
Stock: BTE54123B
Certified Pre-Owned: No
Listed since: 05-22-2025 - Price Drop$35,998fair price$326 below market
- 23,831 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Tampa (56 mi away)
Close
Located in Tampa, FL / 56 miles away from Sarasota, 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: 5TDYZRAH8MS523383
Stock: 27605416
Certified Pre-Owned: No - $24,893good price$1,036 below market
- 68,689 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Greenway Chrysler Dodge Jeep Ram (118 mi away)
Close
Located in Orlando, FL / 118 miles away from Sarasota, FL
21/29 City/Highway MPG 18" Painted Alloy Wheels, 3rd row seats: split-bench, ABS brakes, Apple CarPlay/Android Auto, Auto High-beam Headlights, Automa...
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: 5TDZZRAH9MS528533
Stock: MS528533
Certified Pre-Owned: No
Listed since: 07-14-2025 - $21,999good price$700 below market
- 108,254 miles
- No accidents, 1 owner, personal use
- 8 Seats, 21 City / 29 Hwy MPG
- Florida Fine Cars (169 mi away)
Close
Located in Miami, FL / 169 miles away from Sarasota, 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 - Price Drop$24,990fair price$93 below market
- 119,932 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Carvana - Tampa (47 mi away)
- Home delivery*
Close
Located in Tampa, FL / 47 miles away from Sarasota, FL
At Carvana, we go miles beyond the extra mile. That's why we provide you with a convenient, fast, and hassle-free car buying experience that puts you ...
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: 5TDGZRBH6MS078927
Stock: 2003739928
Certified Pre-Owned: No
Listed since: 06-21-2025 - $28,998fair price$1,110 below market
- 40,599 miles
- No accidents, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- CarMax Orlando (111 mi away)
Close
Located in Orlando, FL / 111 miles away from Sarasota, 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: Yes
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDCZRAH3MS522040
Stock: 27463957
Certified Pre-Owned: No - $31,844good price$1,791 below market
- 59,154 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- South Dade Toyota (177 mi away)
Close
Located in Homestead, FL / 177 miles away from Sarasota, FL
You're in Luck! This Celestial Silver Metallic 2021 Toyota Highlander XLE with Black interior can be yours today!No Accidents! Features Include...
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: 5TDGZRAH6MS524401
Stock: X105407A
Certified Pre-Owned: No
Listed since: 06-27-2025 - $34,764fair price$769 below market
- 37,597 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Honda Hollywood (166 mi away)
Close
Located in Hollywood, FL / 166 miles away from Sarasota, FL
The following items have been reconditioned on this vehicle: all new tires! Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping AssistKeyless Sta...
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: 5TDGZRAH1MS075726
Stock: MS075726
Certified Pre-Owned: No
Listed since: 04-13-2025 - $30,990fair price$168 below market
- 62,642 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Lexus of Wesley Chapel (67 mi away)
Close
Located in Wesley Chapel, FL / 67 miles away from Sarasota, FL
CARFAX One-Owner. Clean CARFAX. Blueprint 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHC **PLATINUM DETAIL**, **ACCESS TO OUR CAR WASH*...
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: 5TDGZRBH7MS530321
Stock: T530321
Certified Pre-Owned: No
Listed since: 07-01-2025 - New Listing$34,997fair price$483 above market
- 31,041 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Sarasota Ford (4 mi away)
Close
Located in Sarasota, FL / 4 miles away from Sarasota, FL
Prices are Plus tax, tag, title fee, $1199 Pre-Delivery Service Charge, and $299 Electronic Filing Fee.FACTORY CERTIFIED BLUE ADVANTAGE! 3 MONTH/4,000...
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: 5TDHZRBH5MS158062
Stock: MS158062
Certified Pre-Owned: No
Listed since: 07-08-2025 - Price Drop$29,247good price$1,634 below market
- 66,974 miles
- 1 accident, 2 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Headquarter Toyota (166 mi away)
- Five Star Dealer
Close
Located in Hialeah, FL / 166 miles away from Sarasota, FL
ALG Residual Value Awards, Residual Value Awards. Delivers 29 Highway MPG and 21 City MPG! This Toyota Highlander boasts a Regular Unleaded V-6 3.5 L/...
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: 5TDYZRAH4MS516625
Stock: SS051061A
Certified Pre-Owned: No
Listed since: 05-31-2025 - $30,738fair price$184 below market
- 64,415 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 20 City / 27 Hwy MPG
- Leesburg Volkswagen (116 mi away)
Close
Located in Leesburg, FL / 116 miles away from Sarasota, FL
The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...
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: 5TDHZRBHXMS113733
Stock: 6Y22541A
Certified Pre-Owned: No
Listed since: 06-04-2025 - $28,504good price$1,592 below market
- 86,238 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- AutoNation Toyota Weston (157 mi away)
Close
Located in Davie, FL / 157 miles away from Sarasota, FL
The following items have been reconditioned on this vehicle: new brakes and new pair of tires! Sun/Moonroof3rd Row SeatSpecial ColorLane Keeping...
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: 5TDGZRAH2MS040595
Stock: MS040595
Certified Pre-Owned: No
Listed since: 06-27-2025 - New Listing$35,998fair price$801 above market
- 25,946 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- CarMax Miami Lakes (165 mi away)
Close
Located in Miami Lakes, FL / 165 miles away from Sarasota, 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: 5TDYZRAH5MS516472
Stock: 27241878
Certified Pre-Owned: No - $37,990fair price$424 below market
- 36,704 miles
- No accidents, 2 owners, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Doral Lincoln (169 mi away)
Close
Located in Doral, FL / 169 miles away from Sarasota, FL
Odometer is 19485 miles below market average! Leather, Rear Backup Camera, Bluetooth, Sunroof / Moonroof, GPS / Navigation, Carfax Certified, MANAGER'...
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: 5TDFZRAH5MS040960
Stock: MS040960A
Certified Pre-Owned: No
Listed since: 06-28-2025 - $31,961fair price$297 above market
- 50,771 miles
- No accidents, 2 owners, personal use only
- 7 Seats, 20 City / 27 Hwy MPG
- Rick Case Honda (157 mi away)
- Five Star Dealer
Close
Located in Davie, FL / 157 miles away from Sarasota, FL
Recent Arrival! Odometer is 6985 miles below market average! AWD. Blue 2021 Toyota Highlander XLE AWD 8-Speed Automatic 3.5L V6 DOHCThis vehicle come...
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: 5TDGZRBH8MS143728
Stock: TMS143728
Certified Pre-Owned: No
Listed since: 07-12-2025 - $37,989fair price$443 below market
- 35,289 miles
- 1 accident, 3 owners, personal use only
- 7 Seats, 21 City / 29 Hwy MPG
- Jenkins Ford Lincoln of Crystal River (111 mi away)
Close
Located in Crystal River, FL / 111 miles away from Sarasota, FL
The price does not include tax, tag, license, an electronic filing fee of $449.00**, a private tag agency fee of $199.00**, and a predelivery service ...
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: 5TDFZRAH9MS048785
Stock: F2413A
Certified Pre-Owned: No
Listed since: 07-11-2025 - Price Drop$33,717fair price$957 below market
- 71,477 miles
- 1 accident, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- Gary Yeomans Honda (158 mi away)
Close
Located in Daytona Beach, FL / 158 miles away from Sarasota, FL
2021 Toyota Highlander Platinum Blizzard Pearl 8-Speed Automatic!!! LIFETIME WARRANTY !!!, BLUETOOTH HANDS FREE, NAVIGATION / GPS, THIRD ROW SEATING,...
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: 5TDFZRAHXMS037861
Stock: S037861T
Certified Pre-Owned: No
Listed since: 06-27-2025 - Price Drop
- 41,522 miles
- Frame damage reported, 1 owner, personal use
- 7 Seats, 21 City / 29 Hwy MPG
- North Miami Mitsubishi (169 mi away)
Close
Located in Miami Gardens, FL / 169 miles away from Sarasota, FL
2021 Toyota Highlander XLE Celestial Silver Metallic 4D Sport Utility 3.5L V6 DOHCForward collision alert, Keyless start, Lane tracing assist, Lane ...
AutoCheck Vehicle History Summary
Accident Free Vehicle: No
Personal Use Only: Yes
History Provider: AutoCheck
Title Details: Issue reported
Salvage Vehicle: No
Frame Damage: Yes
Theft History: No
Lemon Status: No
Free History Report: No
Features and Specs:
24 Combined MPG (21 City/29 Highway)
Listing Information:
VIN: 5TDGZRAH8MS536758
Stock: 536758F01
Certified Pre-Owned: No
Listed since: 04-02-2025 - Price Drop$25,289good price$1,369 below market
- 71,723 miles
- 1 accident, 1 owner, personal use only
- 8 Seats, 21 City / 29 Hwy MPG
- Johnson Honda of Stuart (141 mi away)
Close
Located in Stuart, FL / 141 miles away from Sarasota, FL
CARFAX One-Owner. Celestial Silver 2021 Toyota Highlander L FWD 8-Speed Automatic 3.5L V6 DOHC 21/29 City/Highway MPGAwards: * ALG Residual Value...
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: 5TDCZRAHXMS086254
Stock: H62048A
Certified Pre-Owned: No
Listed since: 06-21-2025 - $34,592great price$5,831 below market
- 21,656 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 27 Hwy MPG
- Kendall Toyota (175 mi away)
Close
Located in Miami, FL / 175 miles away from Sarasota, FL
Selling price excludes $949.00 Pre Delivery Service Fee, $548.00 Electronic Registration Filing Fee and $70.00 Private Tag Agency Fee. This Highlander...
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: 5TDGZRBH6NS242646
Stock: T46678A
Certified Pre-Owned: No
Listed since: 06-12-2025
Showing 22 - 42 out of 2,022 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 Sarasota, FL Values
Estimated values
2021 Toyota Highlander Limited 4dr SUV (3.5L 6cyl 8A) with no options
| Condition | Trade-In | Private Party | Dealer Retail |
|---|---|---|---|
| Outstanding | $29,557 | $31,522 | $33,495 |
| Clean | $28,927 | $30,835 | $32,748 |
| Average | $27,879 | $29,690 | $31,503 |
| Rough | $26,515 | $28,202 | $29,885 |
The average list price of a used 2021 Toyota Highlander in Sarasota, Florida is $31,032. The average mileage on a used Toyota Highlander 2021 for sale in Sarasota, Florida is 56,030. Based on the average mileage of 56,030 for used 2021 Toyota Highlander for sale in Sarasota, 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 Sarasota, Florida to be $27,879.
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.