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

73 results
Winsted, CT
2024 Toyota Highlander LE AWD Blasius North

2024 Toyota Highlander

LE AWD

39,208 miles

$33,063

Fair Deal
Torrington, CT
10 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

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

24,583 miles

$36,544

Fair Deal
Certified Pre-Owned
Northampton, MA
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:
Gray
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,583
Stock number:
RS562014R
VIN:
5TDKDRBH4RS562014

Sponsored

2024 Toyota Highlander LE AWD

2024 Toyota Highlander

LE AWD

43,864 miles

$31,994

Good Deal
Waterbury, CT
27 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 Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,864
Stock number:
U10019H25
VIN:
5TDKDRBH4RS540479

Sponsored

2024 Toyota Highlander Limited AWD

2024 Toyota Highlander

Limited AWD

42,135 miles

$37,500

Good Deal
Lake Katrine, NY
46 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,135
Stock number:
25955A
VIN:
5TDKDRBH6RS553346

2024 Toyota Highlander XLE FWD

2024 Toyota Highlander

XLE FWD

44,803 miles

$32,000

Great Deal
West Springfield, MA
27 mi away
Year:
2024
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
44,803
Stock number:
A163065
VIN:
5TDKDRAH6RS051471

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

44,705 miles

$34,991

Good Deal
Middletown, CT
34 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:
44,705
Stock number:
T02273
VIN:
5TDKDRBH9RS530725

Preparing for a close up...

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2024 Toyota Highlander

XLE AWD

60,047 miles

$31,977

Good Deal
Middletown, CT
34 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:
60,047
Stock number:
T02298
VIN:
5TDKDRBH5RS554682

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2024 Toyota Highlander

XLE FWD

71,602 miles

$32,897

Fair Deal
Store transfer to Hartford, CT
1,145 mi away • Price includes $899 shipping Price includes $899 shipping
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:
Silver
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
71,602
Stock number:
28011037
VIN:
5TDKDRAH2RS052617

Preparing for a close up...

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2024 Toyota Highlander

LE FWD

11,567 miles

$34,592

Good Deal
West Springfield, MA
27 mi away
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:
Black
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
11,567
Stock number:
A163072
VIN:
5TDKDRAH0RS547267

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

54,596 miles

$34,994

Good Deal
West Springfield, MA
27 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:
Black
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
54,596
Stock number:
A163110
VIN:
5TDKDRBH4RS543317

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XLE AWD

6,548 miles

$42,995

Fair Deal
Certified Pre-Owned
Hudson, NY
41 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:
Heavy Metal
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
6,548
Stock number:
6411A
VIN:
5TDKDRBH7SS589553

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

39,208 miles

$33,063

Fair Deal
Torrington, CT
10 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

Limited AWD

42,135 miles

$37,500

Good Deal
Lake Katrine, NY
46 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
42,135
Stock number:
25955A
VIN:
5TDKDRBH6RS553346

Sponsored

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

CarGurus Analysis: 2025 Toyota Highlander

Picture of 2025 Toyota Highlander ## Summary - With 1,890 currently listed for sale on CarGurus and an **average price of $40,593.00**, 38.0% of 2025 Toyota Highlanders for sale on CarGurus are rated as good or great deals. - **93.4% of 2025 Highlander models on CarGurus are accident free**. - The 2025 Toyota Highlander continues to showcase its reputation for reliability and spaciousness, appealing to families seeking a versatile midsize SUV. ## Why it stands out The 2025 Toyota Highlander stands out for its spacious and comfortable design, which is ideal for families and individuals needing a versatile vehicle. This year, the Highlander retains its reputation established since its debut, emphasizing a smooth and refined ride thanks to its unibody construction. Noteworthy features include ample cargo space, thoughtful interior designs, and modern technology integrations. The Highlander is well-regarded for its safety features, achieving high accident-free ratings. However, some drivers may find its performance less exhilarating compared to competitors, with a softer suspension that emphasizes comfort over sporty handling. This balance between practicality and reliability makes the 2025 Highlander a solid choice for buyers in the market for a dependable midsize SUV. ## Other model years to consider - **[2022 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2022-Toyota-Highlander-c31996)** - Average price: $32,531.00 - Good/great deal percentage: 33.5% - User rating: 4.58 / 5 - Total listings: 4,579 - **[2021 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2021-Toyota-Highlander-c30910)** - Average price: $29,250.00 - Good/great deal percentage: 33.6% - User rating: 4.82 / 5 - Total listings: 3,159 - **[2023 Toyota Highlander](https://www.cargurus.com/Cars/l-Used-2023-Toyota-Highlander-c32651)** - Average price: $34,431.00 - Good/great deal percentage: 34.0% - User rating: 4.36 / 5 - Total listings: 4,651 This analysis is based on CarGurus' proprietary market data from February 17, 2026, CarGurus experts' opinions, and generative AI.

2025 Toyota Highlander FAQs

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

The average 2025 Toyota Highlander costs about $40,435.29. The average price has decreased by -13% since last year. The 59 for sale near Winsted, CT on CarGurus, range from $25,082 to $53,798 in price.

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

59 out of 59 for sale near Winsted, 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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