Used 2025 Toyota Highlander for Sale near Connecticut

Filters (3)

Location:

Only show listings in CT?

Include delivery listings?

71 vehicles found

Shop with transparent pricing.

Only show listings that include dealer fees
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
Transmission:
8-Speed Automatic
Mileage:
7,889
Stock #:
11F10065
VIN:
5TDKDRBH4SS590269
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival
Ocean Honda Milford

Sponsored by Ocean Honda Milford

2025 Toyota Highlander

XLE AWD

7,889 mi

Milford, CT
44 mi away
Fair Deal

$44,929

Year:
2026
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:
10
Stock #:
TJT1066
VIN:
5TDKDRBH4TS621389
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XSE AWD

Home delivery from Laconia, NH
Price includes $278 shipping

New car

TSRP $52,683

$49,888

Year:
2026
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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
TM26-1191
VIN:
5TDKDRBH2TS620791
MIDNIGHT BLACK METALLIC 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Milford, MA
Price includes $99 shipping

New car

TSRP $55,908

$52,571

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:
31,605
Stock #:
29128147
VIN:
5TDKDRBH2RS547138
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

31,605 mi

Store transfer to Hartford, CT
Price includes $999 shipping
Good Deal

$37,997

Year:
2026
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:
37,608
Stock #:
24N00145A
VIN:
5TDKDRBHXTS597471
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

 

2026 Toyota Highlander

XLE AWD

37,608 mi

West Springfield, MA
26 mi away
Great Deal

$43,684

$42,684

Year:
2026
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
Stock #:
TS619660
VIN:
5TDKDRBH4TS619660
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

Home delivery from Avenel, NJ
Price includes $348 shipping

New car

TSRP $57,631

No Price Listed

CarGurus Analysis:

2025 Toyota Highlander

  • With 1,933 currently listed for sale and an average price of $41,958, 35.5% of 2025 Toyota Highlander listings on CarGurus are rated as good or great deals.

  • 90.7% of 2025 Toyota Highlander listings on CarGurus are accident free.

Research summarized using AI

Year:
2026
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
Stock #:
TS619654
VIN:
5TDKDRBH9TS619654
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XSE AWD

Home delivery from Avenel, NJ
Price includes $348 shipping

New car

TSRP $52,358

No Price Listed

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:
45,163
Stock #:
6043A
VIN:
5TDKDRBH0RS537062
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

LE AWD

45,163 mi

Home delivery from Albuquerque, NM
Price includes $2,822 shipping
Fair Deal

$35,668

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
34,985
Stock #:
M19303
VIN:
5TDKDRBH2SS581487
Blueprint 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

34,985 mi

Home delivery from Valley Stream, NY
Price includes $184 shipping
Great Deal

$35,172

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:
14,680
Stock #:
H261028131T1
VIN:
5TDKDRBH6RS533548
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Highlander

Limited AWD

14,680 mi

Home delivery from Rochester, NY
Price includes $269 shipping
Great Deal

$40,836

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:
Red
Transmission:
Automatic
Mileage:
23,963
Stock #:
RS566654
VIN:
5TDKDRBH5RS566654
Gray 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XSE AWD

23,963 mi

Home delivery from Lawrence Township, NJ
Price includes $441 shipping
Fair Deal

$44,493

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,905
Stock #:
UP43719
VIN:
5TDKDRBH0SS579284
Blueprint 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Highlander

XLE AWD

24,905 mi

Hartford, CT
2 mi away
Fair Deal
Manufacturer certified

$44,594

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
Transmission:
8-Speed Automatic
Mileage:
7,889
Stock #:
11F10065
VIN:
5TDKDRBH4SS590269
Celestial Silver Metallic 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival
Ocean Honda Milford

Sponsored by Ocean Honda Milford

2025 Toyota Highlander

XLE AWD

7,889 mi

Milford, CT
44 mi away
Fair Deal

$44,929

Year:
2026
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:
10
Stock #:
TJT1066
VIN:
5TDKDRBH4TS621389
Red 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2026 Toyota Highlander

XSE AWD

Home delivery from Laconia, NH
Price includes $278 shipping

New car

TSRP $52,683

$49,888

Year:
2026
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:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
3
Stock #:
TM26-1191
VIN:
5TDKDRBH2TS620791
MIDNIGHT BLACK METALLIC 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Platinum AWD

Home delivery from Milford, MA
Price includes $99 shipping

New car

TSRP $55,908

$52,571

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:
31,605
Stock #:
29128147
VIN:
5TDKDRBH2RS547138
Black 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XLE AWD

31,605 mi

Store transfer to Hartford, CT
Price includes $999 shipping
Good Deal

$37,997

Year:
2026
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:
37,608
Stock #:
24N00145A
VIN:
5TDKDRBHXTS597471
 2026 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic
Price drop

-$1,000

 

2026 Toyota Highlander

XLE AWD

37,608 mi

West Springfield, MA
26 mi away
Great Deal

$43,684

$42,684

Year:
2026
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
Stock #:
TS619660
VIN:
5TDKDRBH4TS619660
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

Limited AWD

Home delivery from Avenel, NJ
Price includes $348 shipping

New car

TSRP $57,631

No Price Listed

CarGurus Analysis:

2025 Toyota Highlander

  • With 1,933 currently listed for sale and an average price of $41,958, 35.5% of 2025 Toyota Highlander listings on CarGurus are rated as good or great deals.

  • 90.7% of 2025 Toyota Highlander listings on CarGurus are accident free.

Research summarized using AI

Year:
2026
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
Stock #:
TS619654
VIN:
5TDKDRBH9TS619654
Pearl 2026 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2026 Toyota Highlander

XSE AWD

Home delivery from Avenel, NJ
Price includes $348 shipping

New car

TSRP $52,358

No Price Listed

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:
45,163
Stock #:
6043A
VIN:
5TDKDRBH0RS537062
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2024 Toyota Highlander

LE AWD

45,163 mi

Home delivery from Albuquerque, NM
Price includes $2,822 shipping
Fair Deal

$35,668

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
34,985
Stock #:
M19303
VIN:
5TDKDRBH2SS581487
Blueprint 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

 

2025 Toyota Highlander

XSE AWD

34,985 mi

Home delivery from Valley Stream, NY
Price includes $184 shipping
Great Deal

$35,172

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:
14,680
Stock #:
H261028131T1
VIN:
5TDKDRBH6RS533548
Magnetic Gray Metallic 2024 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic
New arrival

 

2024 Toyota Highlander

Limited AWD

14,680 mi

Home delivery from Rochester, NY
Price includes $269 shipping
Great Deal

$40,836

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:
Red
Transmission:
Automatic
Mileage:
23,963
Stock #:
RS566654
VIN:
5TDKDRBH5RS566654
Gray 2024 Toyota Highlander SUV / Crossover All-Wheel Drive Automatic

 

2024 Toyota Highlander

XSE AWD

23,963 mi

Home delivery from Lawrence Township, NJ
Price includes $441 shipping
Fair Deal

$44,493

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:
Blueprint
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
24,905
Stock #:
UP43719
VIN:
5TDKDRBH0SS579284
Blueprint 2025 Toyota Highlander SUV / Crossover All-Wheel Drive 8-Speed Automatic

Sponsored Listing

2025 Toyota Highlander

XLE AWD

24,905 mi

Hartford, CT
2 mi away
Fair Deal
Manufacturer certified

$44,594

CarGurus Analysis: 2025 Toyota Highlander

Image Not Available

Summary

  • With 1,933 currently listed for sale and an average price of $41,958, 35.5% of 2025 Toyota Highlander listings on CarGurus are rated as good or great deals.

  • 90.7% of 2025 Toyota Highlander listings on CarGurus are accident free.

Why it stands out

The 2025 Toyota Highlander stands out as a practical, comfort-focused midsize SUV rather than a flashy one. In the current generation, Toyota has kept the formula centered on comfort and everyday usefulness, with a reinforced body, upscale styling, and a cabin that emphasizes versatility. It also offers both gas and hybrid powertrains, and the hybrid is notable for returning 35 mpg combined, which is much more than most other midsize SUVs.

What makes the Highlander appealing is how much it can do without feeling complicated. It offers up to 84.3 cubic feet of cargo space with the seats folded down, and every Highlander comes with an 8-inch touchscreen, USB inputs, Apple CarPlay, Android Auto, and Amazon Alexa. Toyota Safety Sense is standard as well, and the SUV has earned strong safety recognition throughout this generation. The tradeoff is that the Highlander still isn’t especially exciting to drive, and Toyota’s tech can be a hassle to use, but buyers who value reliability, safety, economy, and a smooth ride will find a lot to like.

Other model years to consider

  • 2024 Toyota Highlander
    • Average price: $38,739
    • Good/great deal percentage: 36.2%
    • User rating: 5 / 5
    • Total listings: 3,263
  • 2023 Toyota Highlander
    • Average price: $34,324
    • Good/great deal percentage: 36.2%
    • User rating: 4.8 / 5
    • Total listings: 4,171
  • 2021 Toyota Highlander
    • Average price: $29,212
    • Good/great deal percentage: 36.8%
    • User rating: 4.9 / 5
    • Total listings: 3,495

Similar models to consider

  • 2025 Honda Pilot
    • Average price: $41,536
    • Good/great deal percentage: 35.6%
    • User rating: 4.9 / 5
    • Total listings: 4,516
  • 2025 Ford Explorer
    • Average price: $39,153
    • Good/great deal percentage: 35.3%
    • User rating: 5 / 5
    • Total listings: 6,385
  • 2025 Chevrolet Traverse
    • Average price: $39,063
    • Good/great deal percentage: 37.1%
    • User rating: 5 / 5
    • Total listings: 4,912

This analysis is based on CarGurus' proprietary market data from November 9, 2026, CarGurus experts' opinions, and generative AI.

*CarGurus meticulously monitors the prices of millions of pre-owned vehicle listings, offering users precise and up-to-date market insights. Historical pricing data excludes any additional dealer fees as of May 3, 2026.

Relevant articles

A better way to discover your best deal

Let us help you find a car you’ll love.