New & Used 2026 Toyota Grand Highlander for Sale nearLeesburg, FL

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Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
11,497
Stock #:
SS104276
VIN:
5TDAAAB50SS104276
 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic
AutoNation Toyota Winter Park

Sponsored by AutoNation Toyota Winter Park

2025 Toyota Grand Highlander

Platinum AWD

11,497 mi

Winter Park, FL
38 mi away
Good Deal

$54,492

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
12,850
Stock #:
SS088877A
VIN:
5TDAAAB5XSS088877
Blueprint 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Grand Highlander

XLE AWD

12,850 mi

Homosassa, FL
42 mi away
Good Deal
Manufacturer certified

$46,285

Year:
2026
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
24,035
Stock #:
P300416B
VIN:
5TDAAAA52TS036114
Heavy Metal 2026 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2026 Toyota Grand Highlander

Limited FWD

24,035 mi

Home delivery from Valdosta, GA
Price includes $252 shipping
Fair Deal

$49,950

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
18,300
Stock #:
OD52613A
VIN:
5TDAAAA53SS024715
Midnight Black Metallic 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$3,505

 

2025 Toyota Grand Highlander

Limited FWD

18,300 mi

Fruitland Park, FL
3 mi away
Great Deal

$49,172

$47,752

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
12,850
Stock #:
SS088877A
VIN:
5TDAAAB5XSS088877
Blueprint 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

XLE AWD

12,850 mi

Homosassa, FL
42 mi away
Good Deal
Manufacturer certified

$46,285

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
11,497
Stock #:
SS104276
VIN:
5TDAAAB50SS104276
 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Grand Highlander

Platinum AWD

11,497 mi

Winter Park, FL
38 mi away
Good Deal

$54,492

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Mileage:
8,278
Stock #:
615784A
VIN:
5TDAAAB51SS099623
Blueprint 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive

 

2025 Toyota Grand Highlander

Limited AWD

8,278 mi

Home delivery from Pinellas Park, FL
Price includes $168 shipping
Good Deal

$51,851

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
40,624
Stock #:
28609772
VIN:
5TDAAAB55SS090987
Silver 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2025 Toyota Grand Highlander

XLE AWD

40,624 mi

Store transfer to Ocala, FL
Price includes $149 shipping
Good Deal

$42,147

CarGurus Analysis:

2026 Toyota Grand Highlander

  • With 847 currently listed for sale and an average price of $51,645.00, 37.1% of 2026 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.

  • 93.5% of 2026 Grand Highlander models on CarGurus are accident free.

Research summarized using AI

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,220
Stock #:
L12080
VIN:
5TDAAAA58SS024385
Midnight Black Metallic 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

XLE FWD

17,220 mi

Home delivery from Inglewood, CA
Price includes $3,254 shipping
Fair Deal

$45,242

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
37,689
Stock #:
CM23572
VIN:
5TDAAAA52SS023572
Silver 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2025 Toyota Grand Highlander

XLE FWD

37,689 mi

Home delivery from Fort Myers, FL
Free home delivery
Great Deal

$39,021

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
19,655
Stock #:
1TT5971
VIN:
5TDAAAB54SS095971
Blueprint 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Grand Highlander

Limited AWD

19,655 mi

Home delivery from Greensboro, NC
Price includes $717 shipping
Good Deal

$50,206

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Heavy Metal
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,397
Stock #:
1V51262A
VIN:
5TDAAAB59SS103305
Heavy Metal 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Grand Highlander

Platinum AWD

20,397 mi

Home delivery from Bradenton, FL
Free home delivery
Good Deal
Manufacturer certified

$53,673

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
4,755
Stock #:
J260801342T1
VIN:
5TDAAAA51SS022669
Midnight Black Metallic 2025 Toyota Grand Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$1,004

 

2025 Toyota Grand Highlander

LE FWD

4,755 mi

Home delivery from Miami Lakes, FL
Price includes $666 shipping
Good Deal

$42,102

$41,098

Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
36,790
Stock #:
28461034
VIN:
5TDAAAB58SS075304
White 2025 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

 

2025 Toyota Grand Highlander

Limited AWD

36,790 mi

Store transfer to Ocala, FL
Price includes $749 shipping
Great Deal

$47,747

$46,747

Year:
2026
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
8,990
Stock #:
70075544
VIN:
5TDAAAB5XTS107915
Black 2026 Toyota Grand Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Grand Highlander

Platinum AWD

8,990 mi

Store transfer to Ocala, FL
Price includes $399 shipping
Fair Deal

$58,397

CarGurus Analysis: 2026 Toyota Grand Highlander

Image Not Available

Summary

  • With 847 currently listed for sale and an average price of $51,645.00, 37.1% of 2026 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals.

  • 93.5% of 2026 Grand Highlander models on CarGurus are accident free.

Why it stands out

The 2026 Toyota Grand Highlander stands out as a spacious, seven-seat family crossover that was created to sit between the regular Highlander and the full-size Sequoia. It aims to deliver extra practicality over the Highlander without the higher ownership costs and on-road compromises of a large, rugged SUV, and Toyota’s “adult-sized” third row is a big part of that appeal. The Grand Highlander also has a more angular, upright look than the regular Highlander, and its cabin is described as slightly more modern and upmarket.

What makes it especially distinctive is how much utility it offers without abandoning efficiency. Toyota says the Grand Highlander has only ever offered four-cylinder powertrains, with one gas model and two hybrids, and both front-wheel drive and all-wheel drive are available. The gas version uses a 2.4-liter turbocharged four-cylinder engine with 265 horsepower, while the standard hybrid makes 245 horsepower and the Hybrid MAX produces 362 horsepower. Fuel economy is another strength, with gas models rated at 22-24 mpg combined, standard hybrid models at 33-36 mpg, and Hybrid MAX models at 27 mpg. It also brings useful capability, with towing ratings that reach 5,000 lbs on some versions and 5,500 lbs on Hybrid MAX Limited and Hybrid MAX Platinum models.

For buyers, the Grand Highlander’s appeal is in its combination of space, equipment, and everyday usability. The 2026 LE trim includes features such as 18-inch alloy wheels, three-zone climate control, wireless Apple CarPlay and Android Auto compatibility, a reversing camera, power liftgate, LED headlights, Toyota Safety Sense 3.0 and an eight-way power-adjustable driver’s seat. Higher trims add items like SofTex upholstery, a JBL premium audio system, a panoramic roof, and a 360-degree Panoramic View Monitor. The main drawbacks are worth noting, though: the Grand Highlander is described as cumbersome to handle, its tech is subscription-heavy, and there are some reliability concerns, including owner complaints about a vibrating hood, noisy interiors, and other early bugs.

Other model years to consider

This analysis is based on CarGurus' proprietary market data from August 31, 2026, CarGurus experts' opinions, and generative AI.

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

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