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New & Used 2025 Toyota Highlander for Sale near Winterset, IA

71 results

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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
17,692
Stock #:
70039300
VIN:
5TDKDRBH4RS555466
White 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

17,692 mi

Store transfer to Urbandale, IA
Price includes $1,299 shipping
Fair Deal

$44,297

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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,975
Stock #:
RK88276
VIN:
5TDKDRBH4RS557881
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

XSE AWD

24,975 mi

Home delivery from Herculaneum, MO
Price includes $576 shipping
Good Deal

$43,783

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 $1,954 shipping
Good Deal

$46,844

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 $911 shipping
Good Deal

$37,710

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:
Pearl
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
50,233
Stock #:
16179
VIN:
5TDKDRBH1RS543016
Pearl 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
New arrival

 

2024 Toyota Highlander

LE AWD

50,233 mi

Home delivery from Spearfish, SD
Price includes $680 shipping
Fair Deal

$35,328

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
26,545
Stock #:
A17563D
VIN:
5TDKDRBH5RS542323
Blueprint 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Highlander

XSE AWD

26,545 mi

Home delivery from Saint Charles, MO
Price includes $258 shipping
Good Deal

$43,679

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:
Moon Dust
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
48,468
Stock #:
RM558870
VIN:
5TDKDRBH4RS558870
Moon Dust 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

48,468 mi

Home delivery from Muncie, IN
Price includes $918 shipping
Fair Deal

$42,057

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
38,081
Stock #:
NV561279
VIN:
5TDKDRBH2RS561279
Silver 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

38,081 mi

Home delivery from West Park, FL
Price includes $1,322 shipping
Great Deal

$38,353

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
15,050
Stock #:
C20313
VIN:
5TDKDRBH9SS586279
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$3,972

 

2025 Toyota Highlander

XSE AWD

15,050 mi

Home delivery from Cedar Rapids, IA
Free home delivery
Good Deal

$49,372

$45,400

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:
15,384
Stock #:
S26451A
VIN:
5TDKDRBH4RS540269
Cypress 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Platinum AWD

15,384 mi

Home delivery from Lee's Summit, MO
Price includes $244 shipping
Fair Deal

$50,542

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:
White (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
48,579
Stock #:
H9722
VIN:
5TDKDRBHXRS538235
White (Wind Chill Pearl) 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$1,000

 

2024 Toyota Highlander

XLE AWD

48,579 mi

Home delivery from Downers Grove, IL
Price includes $470 shipping
Good Deal

$38,725

$37,725

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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,897
Stock #:
BAC14665
VIN:
5TDKDRBH2RS535622
Gray 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

Limited AWD

29,897 mi

Home delivery from Bridgeport, NY
Price includes $1,398 shipping
Fair Deal

$44,561

CarGurus Analysis:

2025 Toyota Highlander

  • With 1,868 currently listed for sale and an average price of $41,912.00, 36.3% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.3% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander is known for its spacious and comfortable interior, excellent safety features, and reliability, making it a strong contender in the midsize SUV market.

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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
58,878
Stock #:
28626213
VIN:
5TDKDRBH9RS533530
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

LE AWD

58,878 mi

Store transfer to Urbandale, IA
Price includes $399 shipping
Great Deal

$31,397

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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
56,321
Stock #:
27883380
VIN:
5TDKDRBH0RS556582
Gray 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

56,321 mi

Store transfer to Urbandale, IA
Price includes $249 shipping
Good Deal

$37,247

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
33,727
Stock #:
27604365
VIN:
5TDKDRBH5RS535078
Silver 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

33,727 mi

Store transfer to Urbandale, IA
Price includes $1,099 shipping
Great Deal

$39,097

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:
36,115
Stock #:
13GB0138P
VIN:
5TDKDRBH4SS578025
Black 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

36,115 mi

Home delivery from Burnsville, MN
Price includes $357 shipping
Great Deal

$41,406

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 Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
50,328
Stock #:
K534146
VIN:
5TDKDRAH0RS534146
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

XSE FWD

50,328 mi

Home delivery from New Port Richey, FL
Price includes $3,321 shipping
Fair Deal

$40,903

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
Interior color:
Gray
Transmission:
Automatic
Mileage:
14,236
Stock #:
25790768
VIN:
5TDKDRAH8RS528286
Gray 2024 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2024 Toyota Highlander

LE FWD

14,236 mi

Store transfer to Urbandale, IA
Price includes $799 shipping
Fair Deal

$37,797

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:
Silver
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,217
Stock #:
10SC0059P
VIN:
5TDKDRBH4SS585749
Silver 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

31,217 mi

Home delivery from Baxter, MN
Price includes $347 shipping
Fair Deal

$46,695

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

 

2025 Toyota Highlander

XSE AWD

27,825 mi

Home delivery from Defiance, OH
Price includes $1,006 shipping
Great Deal

$42,660

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:
White
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
12,647
Stock #:
GH2647A
VIN:
5TDKDRBH1RS572287
White 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

Platinum AWD

12,647 mi

Home delivery from Muscatine, IA
Price includes $310 shipping
Fair Deal

$52,034

Page 1 of 4

CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 1,868 currently listed for sale and an average price of $41,912.00, 36.3% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.

  • 91.3% of 2025 Highlander models on CarGurus are accident free.

  • The 2025 Toyota Highlander is known for its spacious and comfortable interior, excellent safety features, and reliability, making it a strong contender in the midsize SUV market.

Why it stands out

The 2025 Toyota Highlander continues to uphold the legacy of its predecessors, offering a practical and reliable option for families and individuals alike. This midsize SUV combines car-like handling with the versatility of a family vehicle, thanks to its unibody construction. Reviews continuously highlight its comfortable ride, spacious seating, and user-friendly technology. Although not the most dynamic driving experience, the Highlander's strong reputation for reliability and safety reassures buyers. Furthermore, with options for hybrid models, the Highlander presents a fuel-efficient alternative in the crowded market of midsize SUVs. Owners appreciate its expansive cargo space and the various features that cater to families, maintaining its status as a top choice for those needing utility without sacrificing comfort.

Other model years to consider

  • 2024 Toyota Highlander

    • Average price: $39,151.00
    • Good/great deal percentage: 36.1%
    • User rating: 5 / 5
    • Total listings: 4,033
  • 2023 Toyota Highlander

    • Average price: $36,362.00
    • Good/great deal percentage: 35.1%
    • User rating: 4.75 / 5
    • Total listings: 4,615
  • 2021 Toyota Highlander

    • Average price: $30,529.00
    • Good/great deal percentage: 35.0%
    • User rating: 4.86 / 5
    • Total listings: 3,229

This analysis is based on CarGurus' proprietary market data from June 22, 2026, CarGurus experts' opinions, and generative AI.

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