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New & Used 2026 Toyota Highlander for Sale near Leesburg, FL

76 results

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
26,326
Stock #:
73733
VIN:
5TDKDRAHXSS552160
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

26,326 mi

Orlando, FL
42 mi away
Fair Deal

$34,995

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
18,854
Stock #:
73989
VIN:
5TDKDRBH0SS588857
Gray 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

XSE AWD

18,854 mi

Orlando, FL
42 mi away
Fair Deal

$44,598

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
23,689
Stock #:
73601
VIN:
5TDKDRAH7SS554741
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

23,689 mi

Orlando, FL
42 mi away
Good Deal

$35,349

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
26,326
Stock #:
73733
VIN:
5TDKDRAHXSS552160
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

26,326 mi

Orlando, FL
42 mi away
Fair Deal

$34,995

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Red
Transmission:
8-Speed Automatic
Mileage:
15,938
Stock #:
D5191L
VIN:
5TDKDRBH6SS577264
White 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

15,938 mi

Home delivery from Dublin, OH
Price includes $1,178 shipping
Fair Deal

$46,304

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,364
Stock #:
AX23720
VIN:
5TDKDRAH1SS551172
Blueprint 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$800

 

2025 Toyota Highlander

LE FWD

43,364 mi

Home delivery from Jacksonville, FL
Price includes $33 shipping
Great Deal

$33,501

$32,701

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,619
Stock #:
SS552017
VIN:
5TDKDRAH5SS552017
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

28,619 mi

Home delivery from Palmetto Bay, FL
Free home delivery
Great Deal

$33,098

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cement
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,369
Stock #:
PM589245
VIN:
5TDKDRBH7SS589245
Cement 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

11,369 mi

Home delivery from Pleasantville, NJ
Price includes $1,772 shipping
Fair Deal

$46,662

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
23,689
Stock #:
73601
VIN:
5TDKDRAH7SS554741
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

23,689 mi

Orlando, FL
42 mi away
Good Deal

$35,349

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-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:
27,825
Stock #:
S576363
VIN:
5TDKDRBH3SS576363
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $1,750 shipping
Fair Deal

$43,404

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,174
Stock #:
73724
VIN:
5TDKDRAH6SS551460
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

25,174 mi

Orlando, FL
42 mi away
Fair Deal

$35,149

CarGurus Analysis:

2026 Toyota Highlander

  • With 854 currently listed for sale and an average price of $50,225.00, 37.1% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 96.0% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander remains a strong contender in the midsize SUV market, with its spacious interior, available hybrid models, and a reputation for reliability.

Research summarized using AI

 

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
33,095
Stock #:
74072
VIN:
5TDKDRBH8SS579484
Gray 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$4,941

 

2025 Toyota Highlander

XSE AWD

33,095 mi

Orlando, FL
42 mi away
Good Deal

$45,190

$40,249

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
4,522
Stock #:
27785429
VIN:
5TDKDRBH4SS580549
White 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

Platinum AWD

4,522 mi

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

$51,747

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Silver
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
26,655
Stock #:
73725
VIN:
5TDKDRAH1SS553312
Silver 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

26,655 mi

Orlando, FL
42 mi away
Fair Deal

$35,149

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
26,147
Stock #:
73723
VIN:
5TDKDRAH6SS550664
Black 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

26,147 mi

Orlando, FL
42 mi away
Fair Deal

$34,995

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,305
Stock #:
F21190B
VIN:
5TDKDRAH1SS554038
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

XLE FWD

6,305 mi

Orlando, FL
33 mi away
Fair Deal

$44,353

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
8,992
Stock #:
PJ588772
VIN:
5TDKDRBH3SS588772
White (Wind Chill Pearl) 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XLE AWD

8,992 mi

Home delivery from Cumming, GA
Price includes $594 shipping
Fair Deal
Manufacturer certified

$46,857

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
22,913
Stock #:
73645
VIN:
5TDKDRAH7SS551368
Gray 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

22,913 mi

Orlando, FL
42 mi away
Fair Deal

$35,649

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,042
Stock #:
1TT89976
VIN:
5TDKDRBH2SS589976
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

10,042 mi

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

$46,511

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,307
Stock #:
28734436
VIN:
5TDKDRBH3SS583376
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

31,307 mi

Store transfer to Ocala, FL
Price includes $1,999 shipping
Fair Deal

$42,997

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,305
Stock #:
F21190B
VIN:
5TDKDRAH1SS554038
Blue 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

XLE FWD

6,305 mi

Orlando, FL
33 mi away
Fair Deal

$44,353

Page 1 of 4

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 854 currently listed for sale and an average price of $50,225.00, 37.1% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 96.0% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander remains a strong contender in the midsize SUV market, with its spacious interior, available hybrid models, and a reputation for reliability.

Why it stands out

The 2026 Toyota Highlander continues to build on its legacy as a practical and reliable midsize SUV. Known for its spacious and comfortable interior, the Highlander caters to families with ample legroom and cargo space. Its reputation for excellence in safety and reliability makes it a preferred choice among buyers looking for longevity in their vehicle. The availability of hybrid models also underscores its versatility, appealing to those seeking better fuel efficiency without compromising on size or comfort. Although it may lack excitement in driving dynamics—characterized by a soft suspension and less engaging steering—the Highlander excels in providing a smooth and quiet ride, which is a priority for many of its owners. Overall, the Highlander stands out for its practicality, advanced safety features, and strong resale values.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,234.00
    • Good/great deal percentage: 35.6%
    • User rating: 5 / 5
    • Total listings: 4,027
  • 2023 Toyota Highlander

    • Average price: $36,398.00
    • Good/great deal percentage: 34.1%
    • User rating: 4.75 / 5
    • Total listings: 4,613
  • 2022 Toyota Highlander

    • Average price: $33,757.00
    • Good/great deal percentage: 33.9%
    • User rating: 4.44 / 5
    • Total listings: 4,876

This analysis is based on CarGurus' proprietary market data from June 15, 2026, CarGurus experts' opinions, and generative AI.

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