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

New & Used 2026 Toyota Highlander for Sale near Madison, CT

33 results
Madison, CT
2025 Toyota Highlander

2025 Toyota Highlander

25,747 miles

$36,723

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
25,747
Stock number:
16624749
VIN:
5TDKDRBH0SS579527

Sponsored

2025 Toyota Highlander

2025 Toyota Highlander

24,813 miles

$35,996

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
24,813
Stock number:
16619582
VIN:
5TDKDRAHXSS552031

Sponsored

2025 Toyota Highlander

2025 Toyota Highlander

14,711 miles

$38,109

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
14,711
Stock number:
16683925
VIN:
5TDKDRBH2SS588617

Sponsored

2025 Toyota Highlander

2025 Toyota Highlander

29,164 miles

$35,298

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
29,164
Stock number:
16634985
VIN:
5TDKDRAHXSS550702

2025 Toyota Highlander

2025 Toyota Highlander

27,429 miles

$35,577

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
27,429
Stock number:
16619369
VIN:
5TDKDRAH1SS551365

2025 Toyota Highlander

2025 Toyota Highlander

18,875 miles

$38,027

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
18,875
Stock number:
16697214
VIN:
5TDKDRBH4SS589008

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

19,146 miles

$36,897

Good Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
19,146
Stock number:
16669079
VIN:
5TDKDRAH1SS553634

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

14,711 miles

$38,109

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Blueprint
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
14,711
Stock number:
16683925
VIN:
5TDKDRBH2SS588617

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

26,017 miles

$35,803

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,017
Stock number:
16619342
VIN:
5TDKDRAH0SS551888

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

25,747 miles

$36,723

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
25,747
Stock number:
16624749
VIN:
5TDKDRBH0SS579527

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

24,813 miles

$35,996

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
24,813
Stock number:
16619582
VIN:
5TDKDRAHXSS552031

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

15,977 miles

$37,371

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
15,977
Stock number:
16683918
VIN:
5TDKDRAH1SS555822

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

22,156 miles

$37,806

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Midnight Black
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
22,156
Stock number:
16671879
VIN:
5TDKDRBH3SS585449

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

LE FWD

34,922 miles

$34,447

Good Deal
Store transfer to East Haven, CT
842 mi away • Price includes $449 shipping Price includes $449 shipping
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:
Black
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
34,922
Stock number:
28430909
VIN:
5TDKDRAH8SS551881

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

27,179 miles

$37,223

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Celestial Silver
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
27,179
Stock number:
16659748
VIN:
5TDKDRBH8SS583437

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $53,063

$50,169

Enfield, CT
45 mi away
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:
Bluprint
Fuel type:
Gasoline
Interior color:
Black (Blk Lth)
Transmission:
8-Speed Automatic
Stock number:
130221
VIN:
5TDKDRBH0TS602774

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $51,233

$51,233

Manchester, CT
33 mi away
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:
White (Wind Chill Pearl)
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
0
Stock number:
T26704
VIN:
5TDKDRBH3TS602543

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $56,152

$56,152

Westbrook, CT
10 mi away
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:
Black
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
3
Stock number:
26120
VIN:
5TDKDRBHXTS604192

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $48,233

$48,233

Hartford, CT
31 mi away
Year:
2026
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
265 hp 2.4L I4
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Stock number:
TT1014
VIN:
5TDKDRBH6TS597449

Preparing for a close up...

Photos coming soon

2026 Toyota Highlander

New car | MSRP $48,768

$48,768

West Simsbury, CT
35 mi away
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:
Heavy Metal
Fuel type:
Gasoline
Interior color:
Black SofTex-trimmed
Transmission:
8-Speed Dual Clutch
Mileage:
0
Stock number:
09B340
VIN:
5TDKDRBH1TS09B340

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

26,017 miles

$35,803

Fair Deal
44 mi away
Year:
2025
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Engine:
265 hp 2.4L I4
Exterior color:
Magnetic Gray
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
26,017
Stock number:
16619342
VIN:
5TDKDRAH0SS551888

Sponsored

  1. Home
  2. / Used Cars
  3. / Toyota Highlander
  4. / 2026
  5. / Connecticut
  6. / Madison
FAQs

2026 Toyota Highlander FAQs

How many 2026 Toyota Highlander vehicles in Madison, CT have no reported accidents or damage?

18 out of 18 for sale near Madison, CT have no reported accidents or damage.

What is the fuel economy of the 2026 Toyota Highlander?

Depending on the engine and options, the 2026 Toyota Highlander gets between 24 and 24 MPG (or EV battery range).

What fuel types are available?

Gasoline engines are available.

  • 2027 Toyota Highlander in Madison CT

  • 2025 Toyota Highlander in Madison CT

  • 2024 Toyota Highlander

  • 2023 Toyota Highlander

  • Toyota Highlander XLE AWD

  • Toyota Highlander Limited AWD

  • Toyota Highlander Platinum AWD

  • Toyota Highlander XSE AWD

  • Cadillac SRX in Madison CT

  • Ford Escape in Madison CT

  • Hyundai Veracruz in Madison CT

  • 2026 Toyota Highlander in New Haven CT

  • 2026 Toyota Highlander in Hartford CT

  • 2026 Toyota Highlander in Holtsville NY

  • 2026 Toyota Highlander in Stamford CT

  • 2026 Toyota Highlander in Chicopee MA

  • 2026 Toyota Highlander in Providence RI

  • 2026 Toyota Highlander in Newburgh NY

  • 2026 Toyota Highlander in Worcester MA

  • 2026 Toyota Highlander in New York NY

  • Toyota Highlander in Madison CT

  • Toyota Sedans for Sale in Madison CT

  • Toyota SUVs & Crossovers for Sale in Madison CT

  • Old Toyota Pickups for Sale in Madison CT

  • Used Toyota Electric Cars for Sale

  • Reliable Cars For Sale in Madison CT

  • Toyota Trucks for Sale in Madison CT

  • Best 3-Row SUVs For Sale in Madison CT

  • 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

  • Riverhead Toyota

  • Hoffman Toyota

  • Westbrook 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.