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 Castleton on Hudson, NY

54 results
Castleton on Hudson, NY
2021 Toyota Highlander Limited AWD Prestige Automobiles Inc

2021 Toyota Highlander

Limited AWD

44,579 miles

$34,888

Fair Deal
Certified Pre-Owned
Kingston, NY
43 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:
44,579
Stock number:
MS53486A
VIN:
5TDDZRBH9MS534860

Sponsored

2020 Toyota Highlander Limited AWD

2020 Toyota Highlander

Limited AWD

39,764 miles

$29,991

Great Deal
Certified Pre-Owned
Rutland, VT
82 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

29,874 miles

$36,926

Fair Deal
Certified Pre-Owned
Northampton, MA
56 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:
Moon Dust
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,874
Stock number:
PS031963TL
VIN:
5TDKDRBHXPS031963

Sponsored

2020 Toyota Highlander Limited AWD

2020 Toyota Highlander

Limited AWD

39,764 miles

$29,991

Great Deal
Certified Pre-Owned
Rutland, VT
82 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

2024 Toyota Highlander XLE AWD

2024 Toyota Highlander

XLE AWD

44,149 miles

$34,995

Great Deal
Certified Pre-Owned
Middletown, CT
85 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
44,149
Stock number:
T02290
VIN:
5TDKDRBH3RS546418

2022 Toyota Highlander XLE AWD

2022 Toyota Highlander

XLE AWD

43,305 miles

$34,055

Fair Deal
Certified Pre-Owned
Rutland, VT
82 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 (Ruby Flare Pearl)
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
43,305
Stock number:
2204145
VIN:
5TDGZRBH3NS204145

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XSE AWD

38,576 miles

$38,214

Good Deal
Certified Pre-Owned
Claremont, NH
88 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:
Red
Transmission:
8-Speed Automatic
Mileage:
38,576
Stock number:
251751A
VIN:
5TDKDRBH5PS020062

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

45,658 miles

$33,495

Good Deal
Certified Pre-Owned
Hudson, NY
14 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

XLE AWD

31,181 miles

$36,990

Fair Deal
Certified Pre-Owned
Middletown, CT
85 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
31,181
Stock number:
BL12620U
VIN:
5TDKDRBH1PS024500

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Limited AWD

44,579 miles

$34,888

Fair Deal
Certified Pre-Owned
Kingston, NY
43 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:
44,579
Stock number:
MS53486A
VIN:
5TDDZRBH9MS534860

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

XLE AWD

6,043 miles

$42,995

Fair Deal
Certified Pre-Owned
Hudson, NY
14 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

XSE AWD

43,500 miles

$38,995

Fair Deal
Certified Pre-Owned
E Swanzey, NH
78 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:
Celestial Silver Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
43,500
Stock number:
25IP002
VIN:
5TDKDRBH3PS509706

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Limited AWD

32,901 miles

$38,995

Fair Deal
Certified Pre-Owned
E Swanzey, NH
78 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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
32,901
Stock number:
25KP004
VIN:
5TDDZRBHXNS198959

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
82 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

2023 Toyota Highlander

XLE AWD

32,621 miles

$37,995

Fair Deal
E Swanzey, NH
78 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
32,621
Stock number:
351079A
VIN:
5TDKDRBH5PS043227

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

32,621 miles

$37,995

Fair Deal
E Swanzey, NH
78 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
32,621
Stock number:
351079A
VIN:
5TDKDRBH5PS043227

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

29,874 miles

$36,926

Fair Deal
Certified Pre-Owned
Northampton, MA
56 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:
Moon Dust
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
29,874
Stock number:
PS031963TL
VIN:
5TDKDRBHXPS031963

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

28,269 miles

$37,550

Fair Deal
Certified Pre-Owned
West Simsbury, CT
65 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

2022 Toyota Highlander

XLE AWD

60,783 miles

$32,995

Fair Deal
Certified Pre-Owned
E Swanzey, NH
78 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:
Blue
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Brown (Harvest Beige)
Transmission:
8-Speed Automatic
Mileage:
60,783
Stock number:
360072A
VIN:
5TDHZRBH2NS239957

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

69,853 miles

$31,888

Fair Deal
Certified Pre-Owned
Kingston, NY
43 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:
Silver
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
Automatic
Mileage:
69,853
Stock number:
NS59145A
VIN:
5TDGZRBH1NS591455

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

Platinum AWD

72,159 miles

$33,999

Fair Deal
Certified Pre-Owned
Westport, CT
98 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:
72,159
Stock number:
R261256A
VIN:
5TDFZRBH7MS077605

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XSE AWD

57,868 miles

$32,651

Good Deal
Certified Pre-Owned
Northampton, MA
56 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:
57,868
Stock number:
MS063663P
VIN:
5TDLZRBH2MS063663

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XLE AWD

63,168 miles

$31,186

Fair Deal
Certified Pre-Owned
Manchester, CT
79 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:
Midnight Black Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
63,168
Stock number:
LT9241
VIN:
5TDGZRBH3MS083633

Preparing for a close up...

Photos coming soon

2021 Toyota Highlander

XSE AWD

57,868 miles

$32,651

Good Deal
Certified Pre-Owned
Northampton, MA
56 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:
57,868
Stock number:
MS063663P
VIN:
5TDLZRBH2MS063663

Sponsored

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

  • Toyota Highlander in Pittsfield MA

  • Toyota Highlander in Brattleboro VT

  • Toyota Highlander in Chicopee MA

  • Toyota Highlander in Newburgh NY

  • Toyota Highlander in Hartford CT

  • Toyota Highlander in Utica NY

  • Toyota Highlander in New Haven CT

  • Toyota Highlander in Worcester 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

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.