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 Wellesley Hills, MA

70 results
Wellesley Hills, MA
2022 Toyota Highlander XLE AWD Toyota of Nashua

2022 Toyota Highlander

XLE AWD

76,681 miles

$31,800

Fair Deal
Certified Pre-Owned
Nashua, NH
30 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:
Ruby Red Flare Pearl
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray (Graphite)
Transmission:
8-Speed Automatic
Mileage:
76,681
Stock number:
N26448C
VIN:
5TDGZRBH5NS188269

Sponsored

2023 Toyota Highlander L FWD

2023 Toyota Highlander

L FWD

22,224 miles

$31,279

Good Deal
Certified Pre-Owned
Lynn, MA
19 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:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
22,224
Stock number:
AT42027A
VIN:
5TDKDRAH2PS518303

Sponsored

2023 Toyota Highlander XLE AWD

2023 Toyota Highlander

XLE AWD

72,492 miles

$32,698

Fair Deal
Certified Pre-Owned
Nashua, NH
30 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:
Magnetic Gray Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
72,492
Stock number:
N26309C
VIN:
5TDKDRBH6PS007983

Sponsored

2018 Toyota Highlander XLE AWD

2018 Toyota Highlander

XLE AWD

117,718 miles

$19,975

Good Deal
Certified Pre-Owned
Tewksbury, MA
21 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
117,718
Stock number:
TY105656T
VIN:
5TDJZRFH0JS545996

2021 Toyota Highlander XLE AWD

2021 Toyota Highlander

XLE AWD

78,244 miles

$26,900

Great Deal
Certified Pre-Owned
Salem, NH
32 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:
Automatic
Mileage:
78,244
Stock number:
K8147A
VIN:
5TDGZRBH3MS152868

2022 Toyota Highlander XLE AWD

2022 Toyota Highlander

XLE AWD

49,549 miles

$31,595

Great Deal
Certified Pre-Owned
Woburn, MA
15 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:
Automatic
Mileage:
49,549
Stock number:
N38546A
VIN:
5TDGZRBH9NS572345

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

51,170 miles

$33,000

Great Deal
Certified Pre-Owned
Haverhill, MA
33 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:
51,170
Stock number:
21296
VIN:
5TDKDRBH4PS010784

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE FWD

36,205 miles

$32,695

Good Deal
Certified Pre-Owned
Woburn, MA
15 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:
Magnetic Gray Metallic
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
36,205
Stock number:
16481T
VIN:
5TDKDRAH8PS026701

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XLE AWD

49,559 miles

$33,985

Good Deal
Certified Pre-Owned
Woburn, MA
15 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:
49,559
Stock number:
N39377A
VIN:
5TDKDRBH0PS503751

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

Limited AWD

84,655 miles

$23,992

Good Deal
Certified Pre-Owned
West Roxbury, MA
6 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
84,655
Stock number:
JS877926T
VIN:
5TDDZRFHXJS877926

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

LE Plus AWD

116,311 miles

$17,892

Good Deal
Certified Pre-Owned
Manchester, NH
45 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Celestial Silver Metallic
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Ash
Transmission:
8-Speed Automatic
Mileage:
116,311
Stock number:
JS905623
VIN:
5TDBZRFH3JS905623

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

34,969 miles

$34,695

Fair Deal
Certified Pre-Owned
Woburn, MA
15 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:
34,969
Stock number:
16526T
VIN:
5TDGZRBH7NS208652

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

LE FWD

52,292 miles

$28,220

Good Deal
Certified Pre-Owned
Tewksbury, MA
21 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:
White (Wind Chill Pearl)
Combined gas mileage:
25 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
52,292
Stock number:
TY105616T
VIN:
5TDKDRAH6PS501486

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

Platinum AWD

88,916 miles

$31,892

Good Deal
Certified Pre-Owned
Manchester, NH
45 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:
Moon Dust
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
88,916
Stock number:
NS218164
VIN:
5TDFZRBH6NS218164

Preparing for a close up...

Photos coming soon

2020 Toyota Highlander

Platinum AWD

68,838 miles

$31,195

Great Deal
Certified Pre-Owned
Littleton, MA
19 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:
Magnetic Gray Metallic
Combined gas mileage:
23 MPG
Fuel type:
Gasoline
Interior color:
Gray
Transmission:
8-Speed Automatic
Mileage:
68,838
Stock number:
267172A
VIN:
5TDFZRBH1LS020041

Preparing for a close up...

Photos coming soon

2025 Toyota Highlander

Platinum AWD

20,040 miles

$46,500

Good Deal
Certified Pre-Owned
Haverhill, MA
33 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:
Midnight Black Metallic
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
20,040
Stock number:
26690T
VIN:
5TDKDRBH1SS586650

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XSE AWD

29,618 miles

$36,995

Good Deal
Certified Pre-Owned
Littleton, MA
19 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:
8-Speed Automatic
Mileage:
29,618
Stock number:
267111A
VIN:
5TDJZRBH7NS174315

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

36,466 miles

$34,997

Fair Deal
Certified Pre-Owned
Danvers, MA
23 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:
36,466
Stock number:
NS240672
VIN:
5TDGZRBH8NS240672

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

XSE AWD

41,536 miles

$37,500

Fair Deal
Certified Pre-Owned
Nashua, NH
30 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
Combined gas mileage:
24 MPG
Fuel type:
Gasoline
Transmission:
8-Speed Automatic
Mileage:
41,536
Stock number:
C4331
VIN:
5TDKDRBH1PS510790

Preparing for a close up...

Photos coming soon

2023 Toyota Highlander

Limited AWD

36,157 miles

$39,997

Fair Deal
Certified Pre-Owned
Danvers, MA
23 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:
8-Speed Automatic
Mileage:
36,157
Stock number:
PS037174
VIN:
5TDKDRBH2PS037174

Preparing for a close up...

Photos coming soon

2019 Toyota Highlander

XLE AWD

105,554 miles

$22,965

Fair Deal
Certified Pre-Owned
Worcester, MA
27 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:
Ooh La La Rouge Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
105,554
Stock number:
M3984B
VIN:
5TDJZRFH1KS980267

Preparing for a close up...

Photos coming soon

2022 Toyota Highlander

XLE AWD

60,374 miles

$32,629

Fair Deal
Certified Pre-Owned
Worcester, MA
27 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:
60,374
Stock number:
T15712L
VIN:
5TDGZRBH2NS210034

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

Limited Platinum AWD

97,067 miles

$25,495

Fair Deal
Certified Pre-Owned
Braintree, MA
16 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
White (Blizzard Pearl)
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Almond
Transmission:
8-Speed Automatic
Mileage:
97,067
Stock number:
T51155A
VIN:
5TDDZRFH4JS837342

Preparing for a close up...

Photos coming soon

2018 Toyota Highlander

XLE AWD

117,718 miles

$19,975

Good Deal
Certified Pre-Owned
Tewksbury, MA
21 mi away
Year:
2018
Make:
Toyota
Model:
Highlander
Body type:
SUV / Crossover
Doors:
4 doors
Drivetrain:
All-Wheel Drive
Engine:
295 hp 3.5L V6
Exterior color:
Predawn Gray Mica
Combined gas mileage:
22 MPG
Fuel type:
Gasoline
Interior color:
Black
Transmission:
8-Speed Automatic
Mileage:
117,718
Stock number:
TY105656T
VIN:
5TDJZRFH0JS545996

Sponsored

  1. Home
  2. / Certified Pre-Owned
  3. / Toyota Highlander
  4. / Massachusetts
  5. / Wellesley

  • Toyota Highlander in Boston MA

  • Toyota Highlander in Groton MA

  • Toyota Highlander in Worcester MA

  • Toyota Highlander in Providence RI

  • Toyota Highlander in Plymouth MA

  • Toyota Highlander in Manchester NH

  • Toyota Highlander in New Bedford MA

  • Toyota Highlander in Portsmouth NH

  • Toyota Highlander in Chicopee 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.