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

Certified Toyota Highlander for Sale near Middleburgh, NY

32 results
Middleburgh, NY
2021 Toyota Highlander XSE AWD

2021 Toyota Highlander

XSE AWD

57,867 miles

$34,233

Fair Deal
Certified Pre-Owned
Northampton, MA
87 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
57,867
Stock number:
MS063663P
VIN:
5TDLZRBH2MS063663

Sponsored

2020 Toyota Highlander Limited AWD

2020 Toyota Highlander

Limited AWD

39,764 miles

$31,602

Great Deal
Certified Pre-Owned
Rutland, VT
98 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,764
Stock number:
2010669
VIN:
5TDDZRBH9LS010669

Sponsored

2023 Toyota Highlander XLE AWD

2023 Toyota Highlander

XLE AWD

45,154 miles

$35,663

Fair Deal
Certified Pre-Owned
Rutland, VT
98 mi away
Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
45,154
Stock number:
2309590
VIN:
5TDKDRBH8PS009590

Sponsored

2020 Toyota Highlander Limited AWD

2020 Toyota Highlander

Limited AWD

39,764 miles

$31,602

Great Deal
Certified Pre-Owned
Rutland, VT
98 mi away
Year:
2020
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
39,764
Stock number:
2010669
VIN:
5TDDZRBH9LS010669

2019 Toyota Highlander Limited AWD

2019 Toyota Highlander

Limited AWD

35,745 miles

$31,494

Fair Deal
Certified Pre-Owned
Binghamton, NY
87 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Brown
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Transmission:
Automatic
Mileage:
35,745
Stock number:
BT6278A
VIN:
5TDDZRFH8KS713205

2019 Toyota Highlander Limited AWD

2019 Toyota Highlander

Limited AWD

41,558 miles

$30,994

Fair Deal
Certified Pre-Owned
Binghamton, NY
87 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Black
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
41,558
Stock number:
BT6311A
VIN:
5TDDZRFH9KS707140

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

45,658 miles

$33,995

Fair Deal
Certified Pre-Owned
Hudson, NY
34 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
45,658
Stock number:
25-115
VIN:
5TDGZRBH0NS568717

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

L FWD

43,157 miles

$28,498

Good Deal
Certified Pre-Owned
Ballston Spa, NY
38 mi away
Year:
2023
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:
Black
Transmission:
8-Speed Automatic
Mileage:
43,157
Stock number:
T260422A
VIN:
5TDKDRAH8PS513767

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

101,473 miles

$20,288

Great Deal
Certified Pre-Owned
Cortlandt Manor, NY
90 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
101,473
Stock number:
8774C
VIN:
5TDJZRFH3KS585457

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

39,253 miles

$29,797

Great Deal
Certified Pre-Owned
Glens Falls, NY
61 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
Automatic
Mileage:
39,253
Stock number:
TR2871
VIN:
5TDGZRBH0MS136353

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

115,358 miles

$19,888

Good Deal
Certified Pre-Owned
Cortlandt Manor, NY
90 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Gray
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
115,358
Stock number:
8707T
VIN:
5TDJZRFH7KS616550

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

Limited AWD

32,562 miles

$31,900

Fair Deal
Certified Pre-Owned
West Simsbury, CT
89 mi away
Year:
2019
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Midnight Black Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
32,562
Stock number:
TS118680A
VIN:
5TDDZRFH5KS745142

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Limited AWD

56,386 miles

$31,900

Good Deal
Certified Pre-Owned
Schenectady, NY
26 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
56,386
Stock number:
75524
VIN:
5TDDZRBH1MS112453

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

28,269 miles

$37,900

Fair Deal
Certified Pre-Owned
West Simsbury, CT
89 mi away
Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
28,269
Stock number:
SC572502A
VIN:
5TDKDRBHXPS035687

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XLE AWD

6,043 miles

$42,995

Good Deal
Certified Pre-Owned
Hudson, NY
34 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:
6,043
Stock number:
6209A
VIN:
5TDKDRBH4SS582785

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

18,794 miles

$38,500

Fair Deal
Certified Pre-Owned
West Simsbury, CT
89 mi away
Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
Automatic
Mileage:
18,794
Stock number:
11529TB
VIN:
5TDKDRBH3PS006516

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

45,154 miles

$35,663

Fair Deal
Certified Pre-Owned
Rutland, VT
98 mi away
Year:
2023
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)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
45,154
Stock number:
2309590
VIN:
5TDKDRBH8PS009590

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

XLE AWD

28,964 miles

$39,989

Fair Deal
Certified Pre-Owned
Bristol, CT
93 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 (Wind Chill Pearl)
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
28,964
Stock number:
UT24R005
VIN:
5TDKDRBH7RS535115

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XLE AWD

4,735 miles

$45,400

Fair Deal
Certified Pre-Owned
West Simsbury, CT
89 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
Transmission:
Automatic
Mileage:
4,735
Stock number:
11444TB
VIN:
5TDKDRBH9SS582264

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Limited AWD

92,465 miles

$30,973

Fair Deal
Certified Pre-Owned
Hartford, CT
100 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Wind Chill Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
92,465
Stock number:
UP42738
VIN:
5TDDZRBHXNS209877

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XSE AWD

57,867 miles

$34,233

Fair Deal
Certified Pre-Owned
Northampton, MA
87 mi away
Year:
2021
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
57,867
Stock number:
MS063663P
VIN:
5TDLZRBH2MS063663

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Platinum AWD

52,508 miles

$38,400

Fair Deal
Certified Pre-Owned
Northampton, MA
87 mi away
Year:
2022
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Red
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
52,508
Stock number:
NS168870T
VIN:
5TDFZRBH8NS168870

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

44,843 miles

$35,899

Fair Deal
Certified Pre-Owned
Hartford, CT
100 mi away
Year:
2023
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:
44,843
Stock number:
UP42681
VIN:
5TDKDRBH0PS008708

Preparing for a close up...

Photos coming soon

2024 Toyota Highlander

LE AWD

24,583 miles

$36,889

Fair Deal
Certified Pre-Owned
Northampton, MA
87 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

  1. Home
  2. / Certified Pre-Owned
  3. / Toyota Highlander
  4. / New York
  5. / Middleburgh
  • Toyota Highlander in Albany NY

  • Toyota Highlander in Pittsfield MA

  • Toyota Highlander in Utica NY

  • Toyota Highlander in Newburgh NY

  • Toyota Highlander in Binghamton NY

  • Toyota Highlander in Brattleboro VT

  • Toyota Highlander in Chicopee MA

  • Toyota Highlander in Syracuse NY

  • Toyota Highlander in Hartford 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

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.