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New & Used 2025 Toyota Highlander for Sale nearWaterbury, CT

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105 vehicles found

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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
24,656
Stock #:
44454UU
VIN:
5TDKDRBH6RS531900
Midnight 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Riverhead Toyota

Sponsored by Riverhead Toyota

2024 Toyota Highlander

Platinum AWD

24,656 mi

Riverhead, NY
47 mi away
Fair Deal

$47,408

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
26,190
Stock #:
261063A
VIN:
5TDKDRBHXRS556010
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2024 Toyota Highlander

XSE AWD

26,190 mi

Wallingford, CT
13 mi away
Good Deal
Manufacturer certified

$43,824

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:
65,288
Stock #:
534610C01
VIN:
5TDKDRBH1RS534610
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

LE AWD

65,288 mi

Home delivery from Bedford, OH
Price includes $658 shipping
Great Deal

$28,650

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:
45,275
Stock #:
P548040
VIN:
5TDKDRBH1RS548040
Midnight Black Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

LE AWD

45,275 mi

Home delivery from Gorham, NH
Price includes $212 shipping
Good Deal

$31,751

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 $1,151 shipping
Great Deal

$38,182

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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,488
Stock #:
U097
VIN:
5TDKDRBH6RS555730
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

XLE AWD

30,488 mi

Home delivery from Woodbridge Township, NJ
Free home delivery
Great Deal

$37,597

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:
Automatic
Mileage:
19,457
Stock #:
G18585
VIN:
5TDKDRBH7SS588029
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2025 Toyota Highlander

XSE AWD

19,457 mi

Home delivery from Hempstead, NY
Price includes $66 shipping
Great Deal

$37,654

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 $1,024 shipping
Fair Deal

$37,823

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:
29,876
Stock #:
M18674
VIN:
5TDKDRAH2SS551147
Midnight Black Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

29,876 mi

Home delivery from Valley Stream, NY
Price includes $70 shipping
Great Deal

$31,558

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:
26,271
Stock #:
M18755
VIN:
5TDKDRAH2SS554730
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic
New arrival

 

2025 Toyota Highlander

LE FWD

26,271 mi

Home delivery from Valley Stream, NY
Price includes $70 shipping
Great Deal

$31,558

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:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
30,201
Stock #:
MVPG1895531
VIN:
5TDKDRAH0SS723542
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

LE FWD

30,201 mi

Home delivery from Valley Stream, NY
Price includes $70 shipping
Great Deal

$31,975

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 $284 shipping
Great Deal

$44,734

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:
Magnetic Gray Metallic
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
30,070
Stock #:
G18531
VIN:
5TDKDRAH0SS551888
Magnetic Gray Metallic 2025 Toyota Highlander SUV / Crossover Front-Wheel Drive Automatic

 

2025 Toyota Highlander

LE FWD

30,070 mi

Home delivery from Hempstead, NY
Price includes $66 shipping
Great Deal

$31,654

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
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
33,679
Stock #:
CC3276
VIN:
5TDKDRBH4RS542586
Pearl 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
Price drop

-$3,478

 

2024 Toyota Highlander

XSE AWD

33,679 mi

Bristol, CT
11 mi away
Great Deal

$44,058

$40,580

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 $1,172 shipping
Good Deal

$42,826

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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
17,040
Stock #:
UP43405
VIN:
5TDKDRBH0RS532928
Celestial Silver Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

Sponsored Listing

2024 Toyota Highlander

XLE AWD

17,040 mi

Hartford, CT
25 mi away
Fair Deal
Manufacturer certified

$44,619

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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