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New & Used 2025 Toyota Highlander for Sale nearChiefland, FL

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111 vehicles found

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
20,318
Stock #:
S005707A
VIN:
5TDKDRAH8SS556112
 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival
Sun Toyota of New Port Richey

Sponsored by Sun Toyota of New Port Richey

2025 Toyota Highlander

XLE FWD

20,318 mi

Holiday, FL
90 mi away
Fair Deal

$43,290

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
30,282
Stock #:
2606595A
VIN:
5TDKDRAH4RS535445
Blueprint 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2024 Toyota Highlander

Platinum FWD

30,282 mi

St. Augustine, FL
97 mi away
Fair Deal
Manufacturer certified

$46,418

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Gray
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
17,856
Stock #:
RS533527
VIN:
5TDKDRAH7RS533527
Gray 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

Platinum FWD

17,856 mi

Home delivery from Sarasota, FL
Price includes $500 shipping
Good Deal

$45,124

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Moon Dust
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
28,280
Stock #:
RS544418A
VIN:
5TDKDRAH2RS544418
Moon Dust 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Highlander

XLE FWD

28,280 mi

Homosassa, FL
51 mi away
Good Deal
Manufacturer certified

$39,285

Year:
2024
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 Metal
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
51,861
Stock #:
25052
VIN:
5TDKDRAH9RS527745
Midnight Black Metal 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

XSE FWD

51,861 mi

Home delivery from Marietta, GA
Price includes $404 shipping
Fair Deal

$37,203

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
65,143
Stock #:
VP1095
VIN:
5TDKDRAH2RS528378
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
Price drop

-$689

 

2024 Toyota Highlander

XLE FWD

65,143 mi

Home delivery from Fayetteville, GA
Price includes $294 shipping
Great Deal

$32,151

$31,462

CarGurus Analysis:

2025 Toyota Highlander

  • With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.9% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.

Research summarized using AI

 

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Cypress
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
34,572
Stock #:
TW306092A
VIN:
5TDKDRBH8RS547581
Cypress 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

34,572 mi

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

$39,798

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 $1,738 shipping
Good Deal

$46,188

Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
20,318
Stock #:
S005707A
VIN:
5TDKDRAH8SS556112
 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic
New arrival

 

2025 Toyota Highlander

XLE FWD

20,318 mi

Holiday, FL
90 mi away
Fair Deal

$43,290

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:
Celestial Silver Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
54,415
Stock #:
SS552143
VIN:
5TDKDRAHXSS552143
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

54,415 mi

Home delivery from Newnan, GA
Price includes $588 shipping
Fair Deal

$34,052

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 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

$33,798

Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
30,282
Stock #:
2606595A
VIN:
5TDKDRAH4RS535445
Blueprint 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Highlander

Platinum FWD

30,282 mi

St. Augustine, FL
97 mi away
Fair Deal
Manufacturer certified

$46,418

CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 1,953 currently listed for sale and an average price of $41,841.00, 37.1% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.9% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander offers a spacious and comfortable cabin, advanced safety features, and the option for hybrid models, making it a practical choice for families.

Why it stands out

The 2025 Toyota Highlander continues to exemplify the strengths that have made it a popular choice among midsize SUVs. Its spacious interior and comfortable seating for up to seven passengers make it ideal for families on the go. The Highlander's well-rounded performance is enhanced by its hybrid model, which provides excellent fuel efficiency for its class. While it may not offer the most exciting driving dynamics or luxurious interiors compared to some competitors, its reputation for reliability and safety makes it a top contender in the segment. Additionally, the availability of advanced safety features further appeals to families looking for peace of mind on the road.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,141.00
    • Good/great deal percentage: 36.5%
    • User rating: 5 / 5
    • Total listings: 4,139
  • 2023 Toyota Highlander

    • Average price: $36,279.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,691
  • 2014 Toyota Highlander

    • Average price: $16,094.00
    • Good/great deal percentage: 34.3%
    • User rating: 4.78 / 5
    • Total listings: 1,198

This analysis is based on CarGurus' proprietary market data from June 29, 2026, CarGurus experts' opinions, and generative AI.

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