CarGurus Logo Homepage Link
  • Buy
    • Used cars
    • New cars
    • Certified pre-owned
    • Start your purchase online
    • Dealerships near me
  • Sell
    • Sell my car
    • Car values
    • Sell my car FAQs
  • Finance
    • Prequalify for financing
    • How does it work?
    • Financing FAQs
  • Research
    • Test drive reviews
    • Price trends
    • Tips & advice
    • Electric cars
    • Compare cars
  • Discover
    The latest way to shop:
    smarter research, better
    listings.
  • Saved cars & searches
  • Sign in / Register
    • My account
    • Saved searches
    • Saved cars
    • Recommended cars
    • Browsing history
    • Financing dashboard
      • United States (EN)
      • Estados Unidos (ES)
      • Canada (EN)
      • Canada (FR)
      • United Kingdom

Used Toyota Grand Highlander for Sale near Middlefield, CT

67 results
Middlefield, CT
2024 Toyota Grand Highlander XLE AWD Hamden Chevrolet

2024 Toyota Grand Highlander

XLE AWD

24,130 miles

$42,200

Good Deal
Hamden, CT
14 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Coastal Cream
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
24,130
Stock number:
P6882
VIN:
5TDAAAB55RS004376

Sponsored

2024 Toyota Grand Highlander Platinum AWD

2024 Toyota Grand Highlander

Platinum AWD

11,683 miles

$49,995

Fair Deal
Riverhead, NY
41 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Storm Cloud
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,683
Stock number:
45229U
VIN:
5TDAAAB57RS063848

Sponsored

2024 Toyota Grand Highlander Limited AWD

2024 Toyota Grand Highlander

Limited AWD

32,361 miles

$45,886

Fair Deal
Certified Pre-Owned
Manchester, CT
23 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
32,361
Stock number:
LT9289
VIN:
5TDAAAB53RS002285

Sponsored

2025 Toyota Grand Highlander XLE FWD

2025 Toyota Grand Highlander

XLE FWD

6,588 miles

$40,987

Great Deal
Certified Pre-Owned
Hartford, CT
19 mi away
Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
Front-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:
6,588
Stock number:
UP43058
VIN:
5TDAAAA53SS029865

2024 Toyota Grand Highlander Platinum AWD

2024 Toyota Grand Highlander

Platinum AWD

20,346 miles

$47,990

Good Deal
West Springfield, MA
44 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
20,346
Stock number:
AT0331A
VIN:
5TDAAAB59RS003215

2025 Toyota Grand Highlander XLE AWD

2025 Toyota Grand Highlander

XLE AWD

12,825 miles

$40,648

Great Deal
Putnam, CT
50 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
12,825
Stock number:
P1595
VIN:
5TDAAAB53SS082404

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

12,794 miles

$41,899

Good Deal
Middletown, CT
4 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
8-Speed Automatic
Mileage:
12,794
Stock number:
BM3937
VIN:
5TDAAAB59RS031242

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

7,705 miles

$42,828

Good Deal
Stratford, CT
31 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
7,705
Stock number:
U7406
VIN:
5TDAAAB55SS073834

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Platinum AWD

10,300 miles

$48,000

Great Deal
Norwalk, CT
45 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
10,300
Stock number:
5186
VIN:
5TDAAAB51RS001801

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

25,398 miles

$41,000

Good Deal
Watertown, CT
21 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Brown (Beige)
Transmission:
8-Speed Automatic
Mileage:
25,398
Stock number:
X36010
VIN:
5TDAAAB52RS036010

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

Platinum AWD

9,795 miles

$52,221

Good Deal
West Springfield, MA
44 mi away
Year:
2025
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
9,795
Stock number:
AT0562A
VIN:
5TDAAAB52SS077162

Preparing for a close up...

Photos coming soon

2025 Toyota Grand Highlander

XLE AWD

8,093 miles

$43,995

Fair Deal
Manchester, CT
23 mi away
Year:
2025
Make:
Toyota
Model:
Grand 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:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
8,093
Stock number:
T26590A
VIN:
5TDAAAB56SS101169

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Platinum AWD

11,683 miles

$49,995

Fair Deal
Riverhead, NY
41 mi away
Year:
2024
Make:
Toyota
Model:
Grand Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Exterior color:
Storm Cloud
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
11,683
Stock number:
45229U
VIN:
5TDAAAB57RS063848

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Limited AWD

49,168 miles

$42,995

Fair Deal
Certified Pre-Owned
Manchester, CT
23 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
49,168
Stock number:
T26355A
VIN:
5TDAAAB55RS009674

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

Limited AWD

32,361 miles

$45,886

Fair Deal
Certified Pre-Owned
Manchester, CT
23 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
23 MPG
Fuel type:
Gasoline
Interior color:
Light Gray
Transmission:
8-Speed Automatic
Mileage:
32,361
Stock number:
LT9289
VIN:
5TDAAAB53RS002285

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

14,365 miles

$44,888

Fair Deal
Certified Pre-Owned
Westbrook, CT
21 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
14,365
Stock number:
26130A
VIN:
5TDAAAB5XRS021657

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

25,625 miles

$43,497

Fair Deal
Store transfer to Waterbury, CT
954 mi away • Price includes $499 shipping Price includes $499 shipping
Year:
2024
Make:
Toyota
Model:
Grand 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:
25,625
Stock number:
28308957
VIN:
5TDAAAB54RS030435

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

37,228 miles

$42,995

Fair Deal
Certified Pre-Owned
Middle Island, NY
45 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
37,228
Stock number:
531704
VIN:
5TDAAAB5XRS008620

Preparing for a close up...

Photos coming soon

2024 Toyota Grand Highlander

XLE AWD

14,111 miles

$41,303

Great Deal
Danbury, CT
38 mi away
Year:
2024
Make:
Toyota
Model:
Grand 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:
Black
Transmission:
8-Speed Automatic
Mileage:
14,111
Stock number:
X018871
VIN:
5TDAAAB58RS018871

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Grand Highlander
  4. / Connecticut
  5. / Middlefield
Overview
Reviews
FAQs

CarGurus recommends the 2025 Toyota Grand Highlander

Picture of Toyota Grand Highlander ## Summary - With 1,567 currently listed for sale on CarGurus and an **average price of $44,815.00**, 33.7% of 2025 Toyota Grand Highlanders for sale on CarGurus are rated as good or great deals. - **Favorably reviewed:** Owners rated the 2025 Toyota Grand Highlander 4.64 / 5 stars. - **94.6% of 2025 Grand Highlander models on CarGurus are accident free**. - The 2025 Toyota Grand Highlander offers adult-sized third-row seating, impressive fuel efficiency with its hybrid powertrains, and a spacious interior designed for family comfort. ## Why it stands out The 2025 Toyota Grand Highlander is a standout option in the crowded three-row SUV market, positioned well between the regular Highlander and the full-size Sequoia. This model offers significant advantages in space and comfort, with an emphasis on practicality for families, featuring "adult-sized" third-row seating which is often lacking in competitors. The Grand Highlander's range of efficient powertrains, including hybrid options, enhances its appeal by addressing both performance and fuel economy. Additionally, its modern, stylish design and robust safety features make it a popular choice among buyers seeking a reliable and spacious family SUV. ## Other model years to consider - **[2024 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2024-Toyota-Grand-Highlander-c32790)** - Average price: $44,496.00 - Good/great deal percentage: 33.8% - User rating: 4.64 / 5 - Total listings: 1,504 - **[2023 Toyota Grand Highlander](https://www.cargurus.com/Cars/l-Used-2025-Toyota-Grand-Highlander-c33811)** - Average price: $44,658.00 - Good/great deal percentage: 33.7% - Total listings: 1,567 These recommendations are based on CarGurus' proprietary market data from March 2, 2026, CarGurus experts' opinions, and generative AI.

4.7 Overall rating

(14 reviews)
Shanta C
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 20, 2024

Great suv with lots of space and safety features.

Nick A
5.0
Reviewed a 2024 Toyota Grand Highlander on Aug 14, 2024

The car is amazing. Not much of a discount though.

ashleigh D
5.0
Reviewed a 2024 Toyota Grand Highlander on Jun 02, 2024

I had a 2013 Buick enclave (which I absolutely loved but once it hit 100K nothing but mechanical problems) . I traded it in for a 2022 Highlander. I was miserable going from a larger suv to a much smaller one ( I didn’t realize how much smaller it actually was). So after having the highlander for less than two years , I traded it in for the Grand highlander. And it’s the absolute perfect size! I love it. No complaints so far. I almost bought a brand new top of the line telluride (that thing was fine and had every feature you could imagine) …. But after talking to a few mechanics I decided to spend a little more and get the Toyota.

Anonymous
5.0
Reviewed a 2024 Toyota Grand Highlander on May 21, 2024

It should be on $56000 out dealer price . Little high compared in online price

Patrick C
5.0
Reviewed a 2024 Toyota Grand Highlander on May 11, 2024

Great family vehicle comfortable and excellent leg room

Toyota Grand Highlander FAQs

How much does the Toyota Grand Highlander cost in Middlefield, CT?

The average Toyota Grand Highlander costs about $44,814.67. The average price has decreased by -7.5% since last year. The 66 for sale near Middlefield, CT on CarGurus, range from $35,998 to $59,509 in price.

Is the Toyota Grand Highlander a good car?

CarGurus experts gave the 2026 Toyota Grand Highlander an overall rating of 7.7/10 and Toyota Grand Highlander owners have rated the vehicle a 4.6/5 stars on average. If a vehicle has both strong expert and owner reviews, you can feel confident in its quality. If either expert reviews, owner reviews, or both are spotty, you might want to do some research to figure out where the car falls short.

How many Toyota Grand Highlander vehicles in Middlefield, CT have no reported accidents or damage?

66 out of 66 for sale near Middlefield, CT have no reported accidents or damage.

Is the Toyota Grand Highlander safe?

CarGurus experts gave the 2026 Toyota Grand Highlander a safety rating of 8/10.

What fuel types are available?

Gasoline engines are available.

  • 2026 Toyota Grand Highlander in Middlefield CT

  • 2025 Toyota Grand Highlander in Middlefield CT

  • 2024 Toyota Grand Highlander

  • Used Toyota Grand Highlander for Sale Under $10,000 Near Middlefield

  • Used Toyota Grand Highlander for Sale Under $15,000 Near Middlefield

  • Used Toyota Grand Highlander for Sale Under $20,000 Near Middlefield

  • Used Toyota Grand Highlander for Sale Under $25,000 Near Middlefield

  • Used Toyota Grand Highlander for Sale Under $30,000 Near Middlefield

  • Used Toyota Grand Highlander for Sale Under $40,000 Near Middlefield

  • Used White Toyota Grand Highlander for Sale

  • Used Blue Toyota Grand Highlander for Sale

  • Used Red Toyota Grand Highlander for Sale

  • Used Black Toyota Grand Highlander for Sale

  • Used Silver Toyota Grand Highlander for Sale

  • Used Gray Toyota Grand Highlander for Sale

  • Toyota Grand Highlander XLE AWD

  • Toyota Grand Highlander XLE FWD

  • Toyota Grand Highlander Limited AWD

  • Toyota Grand Highlander Platinum AWD

  • Toyota Grand Highlander LE FWD in Middlefield CT

  • Toyota Grand Highlander Limited FWD

  • Toyota Grand Highlander LE AWD in Middlefield CT

  • Toyota Sedans for Sale in Middlefield CT

  • Toyota SUVs & Crossovers for Sale in Middlefield CT

  • Old Toyota Pickups for Sale in Middlefield CT

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Middlefield CT

  • Toyota Trucks for Sale in Middlefield CT

  • Used Toyota Grand Highlander for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • New Toyota Grand Highlander in Middlefield CT

  • Certified Used Toyota Grand Highlander in Middlefield CT

  • Toyota Grand Highlander in New Haven CT

  • Toyota Grand Highlander in Hartford CT

  • Toyota Grand Highlander in Chicopee MA

  • Toyota Grand Highlander in Holtsville NY

  • Toyota Grand Highlander in Stamford CT

  • Toyota Grand Highlander in Newburgh NY

  • Toyota Grand Highlander in Providence RI

  • Toyota Grand Highlander in Worcester MA

  • Toyota Grand Highlander in Pittsfield MA

  • All Used Cars

  • Manual Transmission Cars

  • Luxury Cars

  • Cars with Red Interior

  • Cheap Manual Cars

  • Hybrid Cars

  • Sports Cars

  • Electric SUVs

  • Cheap Trucks

  • Small Cars

  • Third Row SUVs

  • Three Quarter Ton Trucks

  • Lifted Trucks

  • Manual Transmission Trucks

  • Diesel Trucks

  • Hybrid SUVs

  • Dually Trucks

  • One Ton Trucks

  • Cheap SUVs

  • Lifted Ford Trucks

  • 4x4 Trucks

  • Work Trucks

  • AWD SUVs

  • Ford Trucks

  • Chevrolet Trucks

  • Toyota Trucks

  • Trucks Under $10,000

  • Cars Under $15,000

  • Sports Cars Under $20,000

  • Trucks Under $20,000

  • Used Sedans for Sale with Low Mileage

  • Used SUVs / Crossovers for Sale with Low Mileage

  • Used Hatchbacks for Sale with Low Mileage

  • Used Convertibles for Sale with Low Mileage

  • Used Vans for Sale with Low Mileage

  • Used Minivans for Sale with Low Mileage

  • Used Pickup Trucks for Sale with Low Mileage

  • Used Coupes for Sale with Low Mileage

  • Used Wagons for Sale with Low Mileage

  • Gale Toyota

  • Lynch Toyota

  • Wow Toyota of Wallingford

  • Lia Toyota of Wilbraham

  • Riverhead Toyota

  • Balise Toyota Springfield

  • Hoffman Toyota

Connect with us
Download our app
Download on the App Store Get it on Google Play
  • Company
  • About CarGurus
  • Our team
  • Press
  • Investor relations
  • Price trends
  • Careers
  • Advertise with CarGurus
  • For dealers
  • Dealer signup
  • Dealer resources
  • Terms
  • Terms of use
  • Privacy policy
  • Interest-based ads
  • Security
  • Help
  • Help center
  • Contact us
Click for the BBB Business Review of this Auto Listing Service in Cambridge MA
    • United States (EN)
    • Estados Unidos (ES)
    • Canada (EN)
    • Canada (FR)
    • United Kingdom

© 2026 CarGurus, Inc., All Rights Reserved.