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

87 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:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
19,485
Stock #:
1472FMU
VIN:
5TDKDRAH9SS554384
Midnight Black Metallic 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Fort Myers Mitsubishi

Sponsored by Fort Myers Mitsubishi

2025 Toyota Highlander

LE FWD

19,485 mi

Fort Myers, FL
41 mi away
Good Deal

$35,194

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:
27,662
Stock #:
58937
VIN:
5TDKDRAH7SS550768
Gray 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

27,662 mi

Tampa, FL
74 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:
Silver
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
25,420
Stock #:
60623
VIN:
5TDKDRAH2SS556087
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

25,420 mi

Clearwater, FL
72 mi away
Fair Deal

$35,249

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:
20,908
Stock #:
60711
VIN:
5TDKDRAH9SS551971
Black 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

20,908 mi

Clearwater, FL
72 mi away
Fair Deal

$35,749

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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
9,431
Stock #:
S583151
VIN:
5TDKDRBH1SS583151
White (Wind Chill Pearl) 2025 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$2,000

 

2025 Toyota Highlander

Platinum AWD

9,431 mi

Home delivery from Delray Beach, FL
Price includes $292 shipping
Good Deal
Manufacturer certified

$51,290

$49,290

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:
27,662
Stock #:
58937
VIN:
5TDKDRAH7SS550768
Gray 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

27,662 mi

Tampa, FL
74 mi away
Fair Deal

$34,995

Year:
2026
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:
355
Stock #:
68148A
VIN:
5TDKDRBH2TS607443
White (Wind Chill Pearl) 2026 Toyota Highlander Limited AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

355 mi

Home delivery from Jacksonville, FL
Price includes $72 shipping
Good Deal
Manufacturer certified

$51,935

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
Interior color:
Brown (TAN)
Transmission:
Automatic
Mileage:
6,367
Stock #:
28923224
VIN:
5TDKDRBH4SS576288
Gray 2025 Toyota Highlander Platinum AWD SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

Platinum AWD

6,367 mi

Store transfer to Bradenton, FL
Price includes $349 shipping
Fair Deal

$50,347

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:
26,202
Stock #:
60850
VIN:
5TDKDRAH4SS552235
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

26,202 mi

Bonita Springs, FL
57 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:
Silver
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
21,260
Stock #:
61019
VIN:
5TDKDRAH3SS551268
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

21,260 mi

Bonita Springs, FL
57 mi away
Fair Deal

$35,749

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:
33,848
Stock #:
58903
VIN:
5TDKDRAH0SS551308
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

33,848 mi

Tampa, FL
74 mi away
Fair Deal

$34,198

CarGurus Analysis:

2026 Toyota Highlander

  • With 840 currently listed for sale and an average price of $50,475.00, 35.6% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.8% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to be a top choice among midsize SUVs, offering a combination of stylish design, spacious interiors, and advanced safety features.

Research summarized using AI

 

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:
23,376
Stock #:
60636
VIN:
5TDKDRAH4SS551344
Black 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

23,376 mi

Clearwater, FL
72 mi away
Fair Deal

$35,449

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:
25,420
Stock #:
60623
VIN:
5TDKDRAH2SS556087
Silver 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

25,420 mi

Clearwater, FL
72 mi away
Fair Deal

$35,249

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 LE FWD 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 $72 shipping
Good Deal

$34,831

$34,031

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
Transmission:
Automatic
Mileage:
25,897
Stock #:
60718
VIN:
5TDKDRAH5SS554415
Blue 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

25,897 mi

Clearwater, FL
72 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:
Blueprint
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,333
Stock #:
SS553904
VIN:
5TDKDRAH4SS553904
Blueprint 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

29,333 mi

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

$33,898

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 XSE AWD SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

10,042 mi

Home delivery from Greensboro, NC
Price includes $896 shipping
Fair Deal

$46,690

Year:
2026
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
Interior color:
Black
Transmission:
Automatic
Mileage:
6,867
Stock #:
28062597
VIN:
5TDKDRBH0TS595339
Gray 2026 Toyota Highlander Limited AWD SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

Limited AWD

6,867 mi

Store transfer to Bradenton, FL
Price includes $599 shipping
Fair Deal

$50,597

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:
Midnight Black Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,658
Stock #:
H552933
VIN:
5TDKDRAH6SS552933
Midnight Black Metallic 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

30,658 mi

Home delivery from Dundalk, MD
Price includes $1,370 shipping
Fair Deal

$36,168

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 LE FWD SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$1,400

 

2025 Toyota Highlander

LE FWD

28,619 mi

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

$34,498

$33,098

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:
23,376
Stock #:
60636
VIN:
5TDKDRAH4SS551344
Black 2025 Toyota Highlander LE FWD SUV / Crossover Front-Wheel Drive Automatic

Sponsored Listing

2025 Toyota Highlander

LE FWD

23,376 mi

Clearwater, FL
72 mi away
Fair Deal

$35,449

Page 1 of 4

CarGurus Analysis: 2026 Toyota Highlander

Image Not Available

Summary

  • With 840 currently listed for sale and an average price of $50,475.00, 35.6% of 2026 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 95.8% of 2026 Highlander models on CarGurus are accident free.

  • The 2026 Toyota Highlander continues to be a top choice among midsize SUVs, offering a combination of stylish design, spacious interiors, and advanced safety features.

Why it stands out

The 2026 Toyota Highlander sets itself apart in the crowded midsize SUV market with its blend of reliability, safety, and comfort. Developed from an innovative crossover concept, it still retains the characteristics that made it a best-seller since its introduction, such as a spacious interior that accommodates up to seven passengers and a smooth, car-like ride. The Highlander's reputation for dependability is backed by high safety ratings and a comprehensive suite of standard safety technologies, including Toyota Safety Sense. Furthermore, its efficient powertrains, including hybrid options, offer families a practical choice for both city and long-distance driving. While it may not be the most thrilling vehicle to drive, the Highlander caters perfectly to those prioritizing comfort and family-friendly features.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,212.00
    • Good/great deal percentage: 34.8%
    • User rating: 5 / 5
    • Total listings: 4,087
  • 2023 Toyota Highlander

    • Average price: $36,387.00
    • Good/great deal percentage: 34.2%
    • User rating: 4.75 / 5
    • Total listings: 4,690
  • 2014 Toyota Highlander

    • Average price: $16,272.00
    • Good/great deal percentage: 35.2%
    • User rating: 4.78 / 5
    • Total listings: 1,175

This analysis is based on CarGurus' proprietary market data from June 8, 2026, CarGurus experts' opinions, and generative AI.

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