Used Toyota Grand Highlander for Sale in Middleburg, FL
Buy a luxurious Toyota Grand Highlander in the city where Ashley Greene was born
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70 listings
- Price Drop$49,500good price$775 below market
- 35,442 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Bozard Ford Lincoln (29 mi away)
- Home delivery*
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Located in Saint Augustine, FL / 29 miles away from Middleburg, FL
Thank you for taking the time to look at this terrific-looking 2024 Toyota Grand Highlander ***OUR GREAT PRICE IS JUST THE BEGINNING***20/26 City/Hi...
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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB59RS028468
Stock: 252783A
Certified Pre-Owned: No
Listed since: 06-21-2025 - New Listing$47,446fair price$1,170 above market
- 9,187 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Honda of The Avenues (20 mi away)
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Located in Jacksonville, FL / 20 miles away from Middleburg, FL
Recent Arrival! CARFAX One-Owner. Clean CARFAX. Honda of the Avenues is very proud to offer this charming 2024 Toyota Grand Highlander in Wind Chill P...
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: 5TDAAAB53RS044133
Stock: 3RS044133
Certified Pre-Owned: No
Listed since: 07-19-2025 - Price Drop$43,912fair price$1,015 above market
- 25,756 miles
- No accidents, 3 owners, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Honda of Gainesville (38 mi away)
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Located in Gainesville, FL / 38 miles away from Middleburg, FL
!!!Nationwide Lifetime Warranty!!!Gainesville, Florida, prepare to experience a new level of spacious sophistication with the arrival of the 2024 Toy...
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: 5TDAAAA53RS000229
Stock: L013372A
Certified Pre-Owned: No
Listed since: 05-15-2025 - 6 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Tomlinson Motor Company (38 mi away)
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Located in Gainesville, FL / 38 miles away from Middleburg, FL
NO DEALER FEES EVER! NO MANDATORY ADDS OR ADVANTAGE PLANS. ONLY ADD TAX, TAG & TITLE. ASK US FOR OUT THE DOOR PRICE! NON COMMISSION SALES STAFF. ENJOY...
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/26 Highway)
Listing Information:
VIN: 5TDAAAB5XSS082223
Stock: 14319
Certified Pre-Owned: No
Listed since: 07-08-2025- 31,322 miles
- No accidents, 1 owner, personal use
- 7 Seats, 21 City / 28 Hwy MPG
- Coggin Toyota at the Avenues (20 mi away)
- Home delivery*
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Located in Jacksonville, FL / 20 miles away from Middleburg, 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: 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: 5TDAAAA5XRS002219
Stock: CTA252291A
Certified Pre-Owned: No
Listed since: 06-27-2025- New Listing
- 12,040 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 28 Hwy MPG
- Hertz Car Sales Jacksonville (27 mi away)
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Located in Jacksonville, FL / 27 miles away from Middleburg, FL
*All prices plus government fees and taxes, any finance charges, a dealer document preparation charge of $799, any electronic filing charge, and any e...
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: 5TDAAAA51RS017689
Stock: 53801
Certified Pre-Owned: No
Listed since: 07-22-2025 - $45,990great price$7,594 below market
- 18,783 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cleveland, OH / 789 miles away from Middleburg, 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: 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB57RS063784
Stock: 2003627729
Certified Pre-Owned: No
Listed since: 04-09-2025 - $49,999good price$3,130 below market
- 2,285 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
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Located in Farmington Hills, MI / 860 miles away from Middleburg, FL
Low Mileage
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/26 Highway)
Listing Information:
VIN: 5TDAAAB56RS059628
Stock: RS059628P
Certified Pre-Owned: No - $47,990great price
- 18,985 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Dallas, TX / 898 miles away from Middleburg, 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: 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB54RS060468
Stock: 2003754664
Certified Pre-Owned: No
Listed since: 05-21-2025 - $44,995great price
- 26,496 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Grapevine, TX / 917 miles away from Middleburg, FL
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Hands-Free L...
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: 5TDAAAA55RS002886
Stock: RS002886A
Certified Pre-Owned: No - Price Drop$48,590fair price$635 above market
- 18,053 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Tampa, FL / 151 miles away from Middleburg, 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:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA53RS004281
Stock: 2003786492
Certified Pre-Owned: No
Listed since: 06-10-2025 - Price Drop$49,718good price$1,934 below market
- 20,575 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Gatorland Toyota (39 mi away)
Close
Located in Gainesville, FL / 39 miles away from Middleburg, FL
New Arrival Actual photos coming soon. PRICED BELOW MARKET! INTERNET SPECIAL! -THOROUGHLY INSPECTED, CERTIFIED VEHICLE- TURBOCHARGED ENGINE, LANE 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB5XRS008133
Stock: 6S10958
Certified Pre-Owned: Yes
Listed since: 05-04-2025 - Price Drop$48,552fair price$96 above market
- 9,621 miles
- No accidents, personal use only
- 7 Seats, 21 City / 27 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Billings, MT / 1,802 miles away from Middleburg, FL
CarFax No Accidents Reported,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Brake Assist,Heated Seats,Keyless Start,Lane Keeping Assist,...
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: 5TDAAAB59RS050504
Stock: 54048
Certified Pre-Owned: No - New Listing$50,590good price$2,893 below market
- 18,731 miles
- 7 Seats, 21 City / 28 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Birmingham, AL / 376 miles away from Middleburg, 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 Unavailable.
Features and Specs:
24 Combined MPG (21 City/28 Highway)
Listing Information:
VIN: 5TDAAAA50RS010183
Stock: 2003893450
Certified Pre-Owned: No
Listed since: 07-23-2025 - $44,998good price$2,650 below market
- 16,186 miles
- No accidents, 1 owner, rental vehicle
- 7 Seats, 21 City / 27 Hwy MPG
- CarMax (In-stock online)
- Transfer available from Sanford, FL*
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Located in Sanford, FL / 94 miles away from Middleburg, 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: Yes
Features and Specs:
23 Combined MPG (21 City/27 Highway)
Listing Information:
VIN: 5TDAAAB50RS049418
Stock: 27461909
Certified Pre-Owned: No - Price Drop$50,990good price$1,263 below market
- 20,096 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Memphis, TN / 584 miles away from Middleburg, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB51RS044308
Stock: 2003671181
Certified Pre-Owned: No
Listed since: 06-25-2025 - Price Drop$49,590fair price$463 above market
- 17,218 miles
- No accidents, 1 owner, personal use
- 7 Seats, 20 City / 26 Hwy MPG
- Carvana (In-stock online)
- Home delivery*
Close
Located in Cleveland, OH / 789 miles away from Middleburg, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB50RS006813
Stock: 2003692103
Certified Pre-Owned: No
Listed since: 05-16-2025 - Price Drop$47,552good price$1,426 below market
- 24,670 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 21 City / 28 Hwy MPG
- Gatorland Toyota (39 mi away)
Close
Located in Gainesville, FL / 39 miles away from Middleburg, FL
-CERTIFIED- PRICED BELOW MARKET! THIS GRAND HIGHLANDER WILL SELL FAST! -TURBOCHARGED ENGINE, LANE ASSIST, BLIND SPOT ASSIST, NAVIGATION SYSTEM, AND BA...
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: 5TDAAAA5XRS004889
Stock: 6312671A
Certified Pre-Owned: Yes
Listed since: 07-01-2025 - $51,998good price
- 21,980 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- CarMax (In-stock online)
- Transfer available from TX to FL*
Close
Located in San Antonio, TX / 1,001 miles away from Middleburg, 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:
22 Combined MPG (20 City/26 Highway)
Listing Information:
VIN: 5TDAAAB56RS016567
Stock: 27481795
Certified Pre-Owned: No - $51,988fair price$58 above market
- 22,847 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Driveway (In-stock online)
- Home delivery*
Close
Located in Oxnard, CA / 2,190 miles away from Middleburg, FL
CarFax No Accidents Reported,CarFax 1-Owner,Rare Find,3rd Row Seat,Apple CarPlay,Back-Up Camera,Blind Spot Monitor,Bluetooth,Brake Assist,Chrome Wheel...
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/26 Highway)
Listing Information:
VIN: 5TDAAAB57RS006775
Stock: RS006775P
Certified Pre-Owned: No - $47,881good price$928 below market
- 41,915 miles
- No accidents, 1 owner, personal use only
- 7 Seats, 20 City / 26 Hwy MPG
- Arlington Toyota Jacksonville (27 mi away)
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Located in Jacksonville, FL / 27 miles away from Middleburg, FL
REMAINDER OF FACTORY WARRANTY STILL APPLIES, BACKUP CAMERA, BLUETOOTH HANDS FREE, ANDROID AUTO, APPLE CARPLAY, AWD/ALLWHEEL DRIVE, POWER SEATS, POWER ...
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/26 Highway)
Listing Information:
VIN: 5TDAAAB5XRS003109
Stock: AX20986
Certified Pre-Owned: No
Listed since: 05-24-2025
Showing 1 - 21 out of 70 listings
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* Delivery of any kind does not apply to Alaska and Hawaii. Contact the dealer for delivery details, restrictions and costs.