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New & Used 2025 Toyota Highlander for Sale near Chester, CT

72 results
Chester, CT
2024 Toyota Highlander LE AWD Centereach Hyundai

2024 Toyota Highlander

LE AWD

20,086 miles

$36,199

Good Deal
Centereach, NY
49 mi away
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:
Gy
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
20,086
Stock number:
U10871T
VIN:
5TDKDRBH0RS534355

Sponsored

2024 Toyota Highlander Platinum AWD

2024 Toyota Highlander

Platinum AWD

24,656 miles

$45,869

Fair Deal
Riverhead, NY
35 mi away
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 number:
44454UU
VIN:
5TDKDRBH6RS531900

Sponsored

2025 Toyota Highlander LE AWD

2025 Toyota Highlander

LE AWD

5,123 miles

$38,998

Good Deal
Putnam, CT
48 mi away
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 Fabric
Transmission:
8-Speed Automatic
Mileage:
5,123
Stock number:
PR3527
VIN:
5TDKDRBH5SS591558

Sponsored

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

44,165 miles

$34,995

Good Deal
Certified Pre-Owned
Middletown, CT
15 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
44,165
Stock number:
T02290
VIN:
5TDKDRBH3RS546418

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

LE AWD

5,123 miles

$38,998

Good Deal
Putnam, CT
48 mi away
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 Fabric
Transmission:
8-Speed Automatic
Mileage:
5,123
Stock number:
PR3527
VIN:
5TDKDRBH5SS591558

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

Platinum AWD

14,242 miles

$47,795

Fair Deal
Westerly, RI
37 mi away
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:
Red (Ruby Flare Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Glazed Caramel
Transmission:
8-Speed Automatic
Mileage:
14,242
Stock number:
T88198
VIN:
5TDKDRBH2RS574940

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

20,086 miles

$36,199

Good Deal
Centereach, NY
49 mi away
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:
Gy
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
20,086
Stock number:
U10871T
VIN:
5TDKDRBH0RS534355

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

52,967 miles

$35,991

Fair Deal
Certified Pre-Owned
Middletown, CT
15 mi away
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:
Automatic
Mileage:
52,967
Stock number:
T02318
VIN:
5TDKDRBH4RS565348

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

39,208 miles

$32,837

Fair Deal
Torrington, CT
42 mi away
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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
39,208
Stock number:
N5257
VIN:
5TDKDRBH5RS562913

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

39,208 miles

$32,837

Fair Deal
Torrington, CT
42 mi away
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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
39,208
Stock number:
N5257
VIN:
5TDKDRBH5RS562913

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2025
  5. / Connecticut
  6. / Chester
Overview
FAQs

CarGurus Analysis: 2025 Toyota Highlander

Picture of 2025 Toyota Highlander

Summary

  • With 1,527 currently listed for sale on CarGurus and an average price of $44,212.70, 32.4% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals.
  • 93.2% of 2025 Highlander models on CarGurus are accident free.
  • The 2025 Toyota Highlander offers a comfortable ride with practical features, a choice of efficient gas and hybrid powertrains, and up to 84.3 cubic feet of cargo space, making it an excellent option for families.

Why it stands out

The 2025 Toyota Highlander stands out in the marketplace due to its blend of comfort, practicality, and advanced safety features. With a spacious interior offering up to 84.3 cubic feet of cargo space and a suite of standard Toyota Safety Sense technologies, it provides excellent value for families seeking reliability and peace of mind. Additionally, the introduction of a fuel-efficient turbocharged engine and hybrid options enhances its appeal by delivering impressive fuel economy without sacrificing performance.

Other model years to consider

  • 2022 Toyota Highlander: This year offers $33,572.41 average price, 36% good/great deals, 4.6/5 user rating, 8.2/10 expert rating, 6,308 listings.
  • 2023 Toyota Highlander: This year offers $35,244.49 average price, 35% good/great deals, 4.4/5 user rating, 6,084 listings.
  • 2024 Toyota Highlander: This year offers $38,441.60 average price, 35% good/great deals, 4/5 user rating, 4,098 listings.

This analysis is based on CarGurus' proprietary market data from December 16, 2025, CarGurus experts' opinions, and generative AI.

2025 Toyota Highlander FAQs

How much does the 2025 Toyota Highlander cost in Chester, CT?

The average 2025 Toyota Highlander costs about $39,741.28. The average price has decreased by -16.4% since last year. The 57 for sale near Chester, CT on CarGurus, range from $24,069 to $54,786 in price.

How many 2025 Toyota Highlander vehicles in Chester, CT have no reported accidents or damage?

57 out of 57 for sale near Chester, CT have no reported accidents or damage.

What is the fuel economy of the 2025 Toyota Highlander?

Depending on the engine and options, the 2025 Toyota Highlander gets between 24 and 25 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

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